Marković, Rade

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a2ac4649-28cc-4c89-879e-09a7ef3266cd
  • Marković, Rade (22)
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Author's Bibliography

Supplementary data for the article: Rašović, A.; Blagojević, V.; Baranac-Stojanović, M.; Kleinpeter, E.; Marković, R.; Minić, D. M. Quantification of the Push-Pull Effect in 2-Alkylidene-4-Oxothiazolidines by Using NMR Spectral Data and Barriers to Rotation around the CC Bond. New Journal of Chemistry 2016, 40 (7), 6364–6373. https://doi.org/10.1039/c6nj00901h

Rašović, Aleksandar; Blagojević, Vladimir A.; Baranac-Stojanović, Marija; Kleinpeter, Erich; Marković, Rade; Minić, Dragica M.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - DATA
AU  - Rašović, Aleksandar
AU  - Blagojević, Vladimir A.
AU  - Baranac-Stojanović, Marija
AU  - Kleinpeter, Erich
AU  - Marković, Rade
AU  - Minić, Dragica M.
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3602
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Supplementary data for the article: Rašović, A.; Blagojević, V.; Baranac-Stojanović, M.; Kleinpeter, E.; Marković, R.; Minić, D. M. Quantification of the Push-Pull Effect in 2-Alkylidene-4-Oxothiazolidines by Using NMR Spectral Data and Barriers to Rotation around the CC Bond. New Journal of Chemistry 2016, 40 (7), 6364–6373. https://doi.org/10.1039/c6nj00901h
ER  - 
@misc{
author = "Rašović, Aleksandar and Blagojević, Vladimir A. and Baranac-Stojanović, Marija and Kleinpeter, Erich and Marković, Rade and Minić, Dragica M.",
year = "2016",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Supplementary data for the article: Rašović, A.; Blagojević, V.; Baranac-Stojanović, M.; Kleinpeter, E.; Marković, R.; Minić, D. M. Quantification of the Push-Pull Effect in 2-Alkylidene-4-Oxothiazolidines by Using NMR Spectral Data and Barriers to Rotation around the CC Bond. New Journal of Chemistry 2016, 40 (7), 6364–6373. https://doi.org/10.1039/c6nj00901h"
}
Rašović, A., Blagojević, V. A., Baranac-Stojanović, M., Kleinpeter, E., Marković, R.,& Minić, D. M.. (2016). Supplementary data for the article: Rašović, A.; Blagojević, V.; Baranac-Stojanović, M.; Kleinpeter, E.; Marković, R.; Minić, D. M. Quantification of the Push-Pull Effect in 2-Alkylidene-4-Oxothiazolidines by Using NMR Spectral Data and Barriers to Rotation around the CC Bond. New Journal of Chemistry 2016, 40 (7), 6364–6373. https://doi.org/10.1039/c6nj00901h. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge..
Rašović A, Blagojević VA, Baranac-Stojanović M, Kleinpeter E, Marković R, Minić DM. Supplementary data for the article: Rašović, A.; Blagojević, V.; Baranac-Stojanović, M.; Kleinpeter, E.; Marković, R.; Minić, D. M. Quantification of the Push-Pull Effect in 2-Alkylidene-4-Oxothiazolidines by Using NMR Spectral Data and Barriers to Rotation around the CC Bond. New Journal of Chemistry 2016, 40 (7), 6364–6373. https://doi.org/10.1039/c6nj00901h. in New Journal of Chemistry. 2016;..
Rašović, Aleksandar, Blagojević, Vladimir A., Baranac-Stojanović, Marija, Kleinpeter, Erich, Marković, Rade, Minić, Dragica M., "Supplementary data for the article: Rašović, A.; Blagojević, V.; Baranac-Stojanović, M.; Kleinpeter, E.; Marković, R.; Minić, D. M. Quantification of the Push-Pull Effect in 2-Alkylidene-4-Oxothiazolidines by Using NMR Spectral Data and Barriers to Rotation around the CC Bond. New Journal of Chemistry 2016, 40 (7), 6364–6373. https://doi.org/10.1039/c6nj00901h" in New Journal of Chemistry (2016).

Quantification of the push-pull effect in 2-alkylidene-4-oxothiazolidines by using NMR spectral data and barriers to rotation around the C=C bond

Rašović, Aleksandar; Blagojević, Vladimir A.; Baranac-Stojanović, Marija; Kleinpeter, Erich; Marković, Rade; Minić, Dragica M.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Rašović, Aleksandar
AU  - Blagojević, Vladimir A.
AU  - Baranac-Stojanović, Marija
AU  - Kleinpeter, Erich
AU  - Marković, Rade
AU  - Minić, Dragica M.
PY  - 2016
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2336
AB  - Information about the strength of donor-acceptor interactions in push-pull alkenes is valuable, as this so-called "push-pull effect'' influences their chemical reactivity and dynamic behaviour. In this paper, we discuss the applicability of NMR spectral data and barriers to rotation around the CQC double bond to quantify the push-pull effect in biologically important 2-alkylidene-4-oxothiazolidines. While olefinic proton chemical shifts and differences in C-13 NMR chemical shifts of the two carbons constituting the CQC double bond fail to give the correct trend in the electron withdrawing ability of the substituents attached to the exocyclic carbon of the double bond, barriers to rotation prove to be a reliable quantity in providing information about the extent of donor-acceptor interactions in the push-pull systems studied. In particular all relevant kinetic data, that is the Arrhenius parameters ( apparent activation energy Ea and frequency factor A) and activation parameters ( Delta S-double dagger, Delta H-double dagger and Delta G(double dagger)), were determined from the data of the experimentally studied configurational isomerization of ( E)-9a. These results were compared to previously published related data for other two compounds, ( Z)-1b and ( 2E, 5Z)-7, showing that experimentally determined Delta G(double dagger) values are a good indicator of the strength of push-pull character. Theoretical calculations of the rotational barriers of eight selected derivatives excellently correlate with the calculated CQC bond lengths and corroborate the applicability of Delta G(double dagger) for estimation of the strength of the push-pull effect in these and related systems.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Quantification of the push-pull effect in 2-alkylidene-4-oxothiazolidines by using NMR spectral data and barriers to rotation around the C=C bond
VL  - 40
IS  - 7
SP  - 6364
EP  - 6373
DO  - 10.1039/c6nj00901h
UR  - Kon_3152
ER  - 
@article{
author = "Rašović, Aleksandar and Blagojević, Vladimir A. and Baranac-Stojanović, Marija and Kleinpeter, Erich and Marković, Rade and Minić, Dragica M.",
year = "2016",
abstract = "Information about the strength of donor-acceptor interactions in push-pull alkenes is valuable, as this so-called "push-pull effect'' influences their chemical reactivity and dynamic behaviour. In this paper, we discuss the applicability of NMR spectral data and barriers to rotation around the CQC double bond to quantify the push-pull effect in biologically important 2-alkylidene-4-oxothiazolidines. While olefinic proton chemical shifts and differences in C-13 NMR chemical shifts of the two carbons constituting the CQC double bond fail to give the correct trend in the electron withdrawing ability of the substituents attached to the exocyclic carbon of the double bond, barriers to rotation prove to be a reliable quantity in providing information about the extent of donor-acceptor interactions in the push-pull systems studied. In particular all relevant kinetic data, that is the Arrhenius parameters ( apparent activation energy Ea and frequency factor A) and activation parameters ( Delta S-double dagger, Delta H-double dagger and Delta G(double dagger)), were determined from the data of the experimentally studied configurational isomerization of ( E)-9a. These results were compared to previously published related data for other two compounds, ( Z)-1b and ( 2E, 5Z)-7, showing that experimentally determined Delta G(double dagger) values are a good indicator of the strength of push-pull character. Theoretical calculations of the rotational barriers of eight selected derivatives excellently correlate with the calculated CQC bond lengths and corroborate the applicability of Delta G(double dagger) for estimation of the strength of the push-pull effect in these and related systems.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Quantification of the push-pull effect in 2-alkylidene-4-oxothiazolidines by using NMR spectral data and barriers to rotation around the C=C bond",
volume = "40",
number = "7",
pages = "6364-6373",
doi = "10.1039/c6nj00901h",
url = "Kon_3152"
}
Rašović, A., Blagojević, V. A., Baranac-Stojanović, M., Kleinpeter, E., Marković, R.,& Minić, D. M.. (2016). Quantification of the push-pull effect in 2-alkylidene-4-oxothiazolidines by using NMR spectral data and barriers to rotation around the C=C bond. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 40(7), 6364-6373.
https://doi.org/10.1039/c6nj00901h
Kon_3152
Rašović A, Blagojević VA, Baranac-Stojanović M, Kleinpeter E, Marković R, Minić DM. Quantification of the push-pull effect in 2-alkylidene-4-oxothiazolidines by using NMR spectral data and barriers to rotation around the C=C bond. in New Journal of Chemistry. 2016;40(7):6364-6373.
doi:10.1039/c6nj00901h
Kon_3152 .
Rašović, Aleksandar, Blagojević, Vladimir A., Baranac-Stojanović, Marija, Kleinpeter, Erich, Marković, Rade, Minić, Dragica M., "Quantification of the push-pull effect in 2-alkylidene-4-oxothiazolidines by using NMR spectral data and barriers to rotation around the C=C bond" in New Journal of Chemistry, 40, no. 7 (2016):6364-6373,
https://doi.org/10.1039/c6nj00901h .,
Kon_3152 .
5
3
6

Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004

Džambaski, Zdravko; Toljić, Đorđe; Bondžić, Bojan; Marković, Rade; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2013)

TY  - DATA
AU  - Džambaski, Zdravko
AU  - Toljić, Đorđe
AU  - Bondžić, Bojan
AU  - Marković, Rade
AU  - Baranac-Stojanović, Marija
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3558
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004
ER  - 
@misc{
author = "Džambaski, Zdravko and Toljić, Đorđe and Bondžić, Bojan and Marković, Rade and Baranac-Stojanović, Marija",
year = "2013",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004"
}
Džambaski, Z., Toljić, Đ., Bondžić, B., Marković, R.,& Baranac-Stojanović, M.. (2013). Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
Džambaski Z, Toljić Đ, Bondžić B, Marković R, Baranac-Stojanović M. Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004. in Tetrahedron. 2013;..
Džambaski, Zdravko, Toljić, Đorđe, Bondžić, Bojan, Marković, Rade, Baranac-Stojanović, Marija, "Supplementary data for article: Džambaski, Z.; Toljic, D.; Bondzic, B.; Marković, R.; Baranac-Stojanović, M. Unusual Mode of Reactivity of 2-Alkylidene-4-Oxothiazolidine S-Oxides under the Pummerer Reaction Conditions. Tetrahedron 2013, 69 (46), 9819–9825. https://doi.org/10.1016/j.tet.2013.09.004" in Tetrahedron (2013).

Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions

Džambaski, Zdravko; Toljić, Đorđe; Bondžić, Bojan; Marković, Rade; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2013)

TY  - JOUR
AU  - Džambaski, Zdravko
AU  - Toljić, Đorđe
AU  - Bondžić, Bojan
AU  - Marković, Rade
AU  - Baranac-Stojanović, Marija
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1434
AB  - The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions
VL  - 69
IS  - 46
SP  - 9819
EP  - 9825
DO  - 10.1016/j.tet.2013.09.004
UR  - Kon_2554
ER  - 
@article{
author = "Džambaski, Zdravko and Toljić, Đorđe and Bondžić, Bojan and Marković, Rade and Baranac-Stojanović, Marija",
year = "2013",
abstract = "The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions",
volume = "69",
number = "46",
pages = "9819-9825",
doi = "10.1016/j.tet.2013.09.004",
url = "Kon_2554"
}
Džambaski, Z., Toljić, Đ., Bondžić, B., Marković, R.,& Baranac-Stojanović, M.. (2013). Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 69(46), 9819-9825.
https://doi.org/10.1016/j.tet.2013.09.004
Kon_2554
Džambaski Z, Toljić Đ, Bondžić B, Marković R, Baranac-Stojanović M. Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions. in Tetrahedron. 2013;69(46):9819-9825.
doi:10.1016/j.tet.2013.09.004
Kon_2554 .
Džambaski, Zdravko, Toljić, Đorđe, Bondžić, Bojan, Marković, Rade, Baranac-Stojanović, Marija, "Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions" in Tetrahedron, 69, no. 46 (2013):9819-9825,
https://doi.org/10.1016/j.tet.2013.09.004 .,
Kon_2554 .
4
4
4

2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry

Džambaski, Zdravko; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2013)

TY  - JOUR
AU  - Džambaski, Zdravko
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1371
AB  - A series of 5-unsubstituted and 5-substituted 2-alkylidene-4-oxothiazolidine-S-oxides were synthesized by the sulfur-oxidation with m-CPBA. The stereochemistry of 5-substituted sulfoxides was determined by means of NMR spectroscopy and DFT theoretical calculations. It was found that the thermodynamically less stable anti-isomer was initially formed in the course of the oxidation, but it underwent epimerization to the mixture enriched in the more stable syn-isomer, during the work-up process. The higher stability of syn-isomers is ascribed to the stronger hyperconjugative sigma(C-H)- gt sigma*(S-O) interaction versus the weaker sigma(C-C)- gt sigma*(S-O) delocalization in their anti-counterparts and to the existence of intramolecular 1,5-CH center dot center dot center dot C hydrogen bonds.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - 2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry
VL  - 69
IS  - 31
SP  - 6436
EP  - 6447
DO  - 10.1016/j.tet.2013.05.087
UR  - Kon_2491
ER  - 
@article{
author = "Džambaski, Zdravko and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2013",
abstract = "A series of 5-unsubstituted and 5-substituted 2-alkylidene-4-oxothiazolidine-S-oxides were synthesized by the sulfur-oxidation with m-CPBA. The stereochemistry of 5-substituted sulfoxides was determined by means of NMR spectroscopy and DFT theoretical calculations. It was found that the thermodynamically less stable anti-isomer was initially formed in the course of the oxidation, but it underwent epimerization to the mixture enriched in the more stable syn-isomer, during the work-up process. The higher stability of syn-isomers is ascribed to the stronger hyperconjugative sigma(C-H)- gt sigma*(S-O) interaction versus the weaker sigma(C-C)- gt sigma*(S-O) delocalization in their anti-counterparts and to the existence of intramolecular 1,5-CH center dot center dot center dot C hydrogen bonds.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry",
volume = "69",
number = "31",
pages = "6436-6447",
doi = "10.1016/j.tet.2013.05.087",
url = "Kon_2491"
}
Džambaski, Z., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2013). 2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 69(31), 6436-6447.
https://doi.org/10.1016/j.tet.2013.05.087
Kon_2491
Džambaski Z, Marković R, Kleinpeter E, Baranac-Stojanović M. 2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry. in Tetrahedron. 2013;69(31):6436-6447.
doi:10.1016/j.tet.2013.05.087
Kon_2491 .
Džambaski, Zdravko, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "2-Alkylidene-4-oxothiazolidine S-oxides: synthesis and stereochemistry" in Tetrahedron, 69, no. 31 (2013):6436-6447,
https://doi.org/10.1016/j.tet.2013.05.087 .,
Kon_2491 .
7
9
10

Supplementary data for article: Džambaski, Z.; Markovic, R.; Kleinpeter, E.; Baranac-Stojanović, M. 2-Alkylidene-4-Oxothiazolidine S-Oxides: Synthesis and Stereochemistry. Tetrahedron 2013, 69 (31), 6436–6447. https://doi.org/10.1016/j.tet.2013.05.087

Džambaski, Zdravko; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2013)

TY  - DATA
AU  - Džambaski, Zdravko
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2013
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3464
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Džambaski, Z.; Markovic, R.; Kleinpeter, E.; Baranac-Stojanović, M. 2-Alkylidene-4-Oxothiazolidine S-Oxides: Synthesis and Stereochemistry. Tetrahedron 2013, 69 (31), 6436–6447. https://doi.org/10.1016/j.tet.2013.05.087
ER  - 
@misc{
author = "Džambaski, Zdravko and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2013",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Džambaski, Z.; Markovic, R.; Kleinpeter, E.; Baranac-Stojanović, M. 2-Alkylidene-4-Oxothiazolidine S-Oxides: Synthesis and Stereochemistry. Tetrahedron 2013, 69 (31), 6436–6447. https://doi.org/10.1016/j.tet.2013.05.087"
}
Džambaski, Z., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2013). Supplementary data for article: Džambaski, Z.; Markovic, R.; Kleinpeter, E.; Baranac-Stojanović, M. 2-Alkylidene-4-Oxothiazolidine S-Oxides: Synthesis and Stereochemistry. Tetrahedron 2013, 69 (31), 6436–6447. https://doi.org/10.1016/j.tet.2013.05.087. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
Džambaski Z, Marković R, Kleinpeter E, Baranac-Stojanović M. Supplementary data for article: Džambaski, Z.; Markovic, R.; Kleinpeter, E.; Baranac-Stojanović, M. 2-Alkylidene-4-Oxothiazolidine S-Oxides: Synthesis and Stereochemistry. Tetrahedron 2013, 69 (31), 6436–6447. https://doi.org/10.1016/j.tet.2013.05.087. in Tetrahedron. 2013;..
Džambaski, Zdravko, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "Supplementary data for article: Džambaski, Z.; Markovic, R.; Kleinpeter, E.; Baranac-Stojanović, M. 2-Alkylidene-4-Oxothiazolidine S-Oxides: Synthesis and Stereochemistry. Tetrahedron 2013, 69 (31), 6436–6447. https://doi.org/10.1016/j.tet.2013.05.087" in Tetrahedron (2013).

Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions

Stojanović, Milovan; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Royal Soc Chemistry, Cambridge, 2012)

TY  - JOUR
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1237
AB  - Syntheses of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined and discussed. The formation of (5,6)-membered systems was feasible with all nucleophiles tried (O, S and N), while the closing of the five-membered ring was restricted to O- and S-nucleophiles. The closure of a four-membered ring failed. Instead, the bicyclic (5,6)-membered acetal derivative and the tricyclic system with an eight-membered central ring were obtained from the substrates containing O and S nucleophilic moieties, respectively. The reaction outcome and stereochemistry are rationalized using quantum chemical calculations at B3LYP/6-31G(d) level. The exclusive cis-stereoselectivity in the formation of (5,6)- and (5,5)-membered systems results from thermodynamic control, whereas the formation of the eight-membered ring was kinetically controlled.
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic and Biomolecular Chemistry
T1  - Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions
VL  - 10
IS  - 3
SP  - 575
EP  - 589
DO  - 10.1039/c1ob06451g
UR  - Kon_2259
ER  - 
@article{
author = "Stojanović, Milovan and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2012",
abstract = "Syntheses of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined and discussed. The formation of (5,6)-membered systems was feasible with all nucleophiles tried (O, S and N), while the closing of the five-membered ring was restricted to O- and S-nucleophiles. The closure of a four-membered ring failed. Instead, the bicyclic (5,6)-membered acetal derivative and the tricyclic system with an eight-membered central ring were obtained from the substrates containing O and S nucleophilic moieties, respectively. The reaction outcome and stereochemistry are rationalized using quantum chemical calculations at B3LYP/6-31G(d) level. The exclusive cis-stereoselectivity in the formation of (5,6)- and (5,5)-membered systems results from thermodynamic control, whereas the formation of the eight-membered ring was kinetically controlled.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic and Biomolecular Chemistry",
title = "Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions",
volume = "10",
number = "3",
pages = "575-589",
doi = "10.1039/c1ob06451g",
url = "Kon_2259"
}
Stojanović, M., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2012). Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions. in Organic and Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 10(3), 575-589.
https://doi.org/10.1039/c1ob06451g
Kon_2259
Stojanović M, Marković R, Kleinpeter E, Baranac-Stojanović M. Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions. in Organic and Biomolecular Chemistry. 2012;10(3):575-589.
doi:10.1039/c1ob06451g
Kon_2259 .
Stojanović, Milovan, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "Synthesis of thiazolidine-fused heterocycles via exo-mode cyclizations of vinylogous N-acyliminium ions" in Organic and Biomolecular Chemistry, 10, no. 3 (2012):575-589,
https://doi.org/10.1039/c1ob06451g .,
Kon_2259 .
13
12
12

Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups

Filipović, Nenad R.; Todorović, Tamara; Radanović, Dušanka D.; Divjaković, Vladimir; Marković, Rade; Pajic, Ivana; Anđelković, Katarina K.

(Pergamon-Elsevier Science Ltd, Oxford, 2012)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Todorović, Tamara
AU  - Radanović, Dušanka D.
AU  - Divjaković, Vladimir
AU  - Marković, Rade
AU  - Pajic, Ivana
AU  - Anđelković, Katarina K.
PY  - 2012
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1255
AB  - Two novel cadmium(II) complexes with condensation derivatives of 2-acetylpyridine or 2,6-diacetylpyridine with ethyl hydrazinoacetate hydrochloride were synthesized. X-ray crystal structures of the complexes revealed a bidentate coordination of the 2-acetylpyridine derivative, while the symmetric 2,6-diacetylpyridine derivative was coordinated tridentately. It was found that the oxygen atoms were not coordinated to the cadmium ions, despite the fact that they are the position to form six membered chelate rings. NMR spectroscopy investigations showed that the coordination properties of the ligands do not change in solution. Both complexes possess cytotoxic potential, as determined by the toxicity test to Artemia (C) 2011 Published by Elsevier Ltd.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups
VL  - 31
IS  - 1
SP  - 19
EP  - 28
DO  - 10.1016/j.poly.2011.07.023
UR  - Kon_2278
ER  - 
@article{
author = "Filipović, Nenad R. and Todorović, Tamara and Radanović, Dušanka D. and Divjaković, Vladimir and Marković, Rade and Pajic, Ivana and Anđelković, Katarina K.",
year = "2012",
abstract = "Two novel cadmium(II) complexes with condensation derivatives of 2-acetylpyridine or 2,6-diacetylpyridine with ethyl hydrazinoacetate hydrochloride were synthesized. X-ray crystal structures of the complexes revealed a bidentate coordination of the 2-acetylpyridine derivative, while the symmetric 2,6-diacetylpyridine derivative was coordinated tridentately. It was found that the oxygen atoms were not coordinated to the cadmium ions, despite the fact that they are the position to form six membered chelate rings. NMR spectroscopy investigations showed that the coordination properties of the ligands do not change in solution. Both complexes possess cytotoxic potential, as determined by the toxicity test to Artemia (C) 2011 Published by Elsevier Ltd.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups",
volume = "31",
number = "1",
pages = "19-28",
doi = "10.1016/j.poly.2011.07.023",
url = "Kon_2278"
}
Filipović, N. R., Todorović, T., Radanović, D. D., Divjaković, V., Marković, R., Pajic, I.,& Anđelković, K. K.. (2012). Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 31(1), 19-28.
https://doi.org/10.1016/j.poly.2011.07.023
Kon_2278
Filipović NR, Todorović T, Radanović DD, Divjaković V, Marković R, Pajic I, Anđelković KK. Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups. in Polyhedron. 2012;31(1):19-28.
doi:10.1016/j.poly.2011.07.023
Kon_2278 .
Filipović, Nenad R., Todorović, Tamara, Radanović, Dušanka D., Divjaković, Vladimir, Marković, Rade, Pajic, Ivana, Anđelković, Katarina K., "Solid state and solution structures of Cd(II) complexes with two N-heteroaromatic Schiff bases containing ester groups" in Polyhedron, 31, no. 1 (2012):19-28,
https://doi.org/10.1016/j.poly.2011.07.023 .,
Kon_2278 .
6
6
6

Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011

Stojanović, Milovan; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2011)

TY  - DATA
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3644
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011
ER  - 
@misc{
author = "Stojanović, Milovan and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2011",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011"
}
Stojanović, M., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2011). Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford..
Stojanović M, Marković R, Kleinpeter E, Baranac-Stojanović M. Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011. in Tetrahedron. 2011;..
Stojanović, Milovan, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "Supplementary data for article: Stojanović, M.; Marković, R.; Kleinpeter, E.; Baranac-Stojanović, M. Endo-Mode Cyclizations of Vinylogous N-Acyliminium Ions as a Route to the Synthesis of Condensed Thiazolidines. Tetrahedron 2011, 67 (49), 9541–9554. https://doi.org/10.1016/j.tet.2011.10.011" in Tetrahedron (2011).

Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography

Dabić-Zagorac, Dragana; Natić, Maja; Džambaski, Zdravko; Stojanović, Milovan; Marković, Rade; Milojković-Opsenica, Dušanka; Tešić, Živoslav Lj.

(Taylor & Francis Inc, Philadelphia, 2011)

TY  - JOUR
AU  - Dabić-Zagorac, Dragana
AU  - Natić, Maja
AU  - Džambaski, Zdravko
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Milojković-Opsenica, Dušanka
AU  - Tešić, Živoslav Lj.
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1346
AB  - The chromatographic behavior of 23 new 2-alkylidene-4-oxothiazolidine derivatives was investigated by means of the reversed-phase thin-layer chromatography (RP TLC) on the C18 and CN stationary phases. Binary mixtures of methanol-water, acetonitrile-water, and tetrahydrofuran-water were used as mobile phases. Linear relationships between the volume fraction of the organic mobile phase modifier and the RM values were established for each solute with high correlation coefficient values (r0.99). The investigated 4-oxothiazolidines are a congeneric set of compounds, and significant correlations were obtained between the chromatographically determined [image omitted] and m values. The lipophilicity parameters obtained from the reversed-phase experiments were compared with the calculated log P values. Some of these correlations offer very good predicting models, which are important for a better understanding of the relationships between chemical structure and retention, and can prove helpful in the structure-activity studies as well. Finally, our investigation was focused on chemometric processing of the retention data in different chromatographic systems. To this effect, Principal Component Analysis (PCA) was performed, yielding the results helpful in interpretation of interactions among investigated substances, binary mobile phases, and the two different stationary phases.
PB  - Taylor & Francis Inc, Philadelphia
T2  - Journal of Liquid Chromatography and Related Technologies
T1  - Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography
VL  - 34
IS  - 10-11
SP  - 791
EP  - 804
DO  - 10.1080/10826076.2011.571157
UR  - Kon_2184
ER  - 
@article{
author = "Dabić-Zagorac, Dragana and Natić, Maja and Džambaski, Zdravko and Stojanović, Milovan and Marković, Rade and Milojković-Opsenica, Dušanka and Tešić, Živoslav Lj.",
year = "2011",
abstract = "The chromatographic behavior of 23 new 2-alkylidene-4-oxothiazolidine derivatives was investigated by means of the reversed-phase thin-layer chromatography (RP TLC) on the C18 and CN stationary phases. Binary mixtures of methanol-water, acetonitrile-water, and tetrahydrofuran-water were used as mobile phases. Linear relationships between the volume fraction of the organic mobile phase modifier and the RM values were established for each solute with high correlation coefficient values (r0.99). The investigated 4-oxothiazolidines are a congeneric set of compounds, and significant correlations were obtained between the chromatographically determined [image omitted] and m values. The lipophilicity parameters obtained from the reversed-phase experiments were compared with the calculated log P values. Some of these correlations offer very good predicting models, which are important for a better understanding of the relationships between chemical structure and retention, and can prove helpful in the structure-activity studies as well. Finally, our investigation was focused on chemometric processing of the retention data in different chromatographic systems. To this effect, Principal Component Analysis (PCA) was performed, yielding the results helpful in interpretation of interactions among investigated substances, binary mobile phases, and the two different stationary phases.",
publisher = "Taylor & Francis Inc, Philadelphia",
journal = "Journal of Liquid Chromatography and Related Technologies",
title = "Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography",
volume = "34",
number = "10-11",
pages = "791-804",
doi = "10.1080/10826076.2011.571157",
url = "Kon_2184"
}
Dabić-Zagorac, D., Natić, M., Džambaski, Z., Stojanović, M., Marković, R., Milojković-Opsenica, D.,& Tešić, Ž. Lj.. (2011). Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography. in Journal of Liquid Chromatography and Related Technologies
Taylor & Francis Inc, Philadelphia., 34(10-11), 791-804.
https://doi.org/10.1080/10826076.2011.571157
Kon_2184
Dabić-Zagorac D, Natić M, Džambaski Z, Stojanović M, Marković R, Milojković-Opsenica D, Tešić ŽL. Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography. in Journal of Liquid Chromatography and Related Technologies. 2011;34(10-11):791-804.
doi:10.1080/10826076.2011.571157
Kon_2184 .
Dabić-Zagorac, Dragana, Natić, Maja, Džambaski, Zdravko, Stojanović, Milovan, Marković, Rade, Milojković-Opsenica, Dušanka, Tešić, Živoslav Lj., "Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography" in Journal of Liquid Chromatography and Related Technologies, 34, no. 10-11 (2011):791-804,
https://doi.org/10.1080/10826076.2011.571157 .,
Kon_2184 .
6
9
8

Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions

Džambaski, Zdravko; Stojanović, Milovan; Baranac-Stojanović, Marija; Minić, Dragica M.; Marković, Rade

(Serbian Chemical Soc, Belgrade, 2011)

TY  - JOUR
AU  - Džambaski, Zdravko
AU  - Stojanović, Milovan
AU  - Baranac-Stojanović, Marija
AU  - Minić, Dragica M.
AU  - Marković, Rade
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1331
AB  - Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt  E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions
VL  - 76
IS  - 3
SP  - 317
EP  - 328
DO  - 10.2298/JSC100607038D
UR  - Kon_2169
ER  - 
@article{
author = "Džambaski, Zdravko and Stojanović, Milovan and Baranac-Stojanović, Marija and Minić, Dragica M. and Marković, Rade",
year = "2011",
abstract = "Configurational isomerization of stereo-defined 5-substituted and un-substituted 2-alkylidene-4-oxothiazolidines (1) in the solid state, giving the Z/E mixtures in various ratios, was investigated by H-1-NMR spectroscopy, X-ray powder crystallography and differential scanning calorimetry (DSC). The Z/E composition can be rationalized in terms of non-covalent interactions, involving intermolecular and intramolccular hydrogen bonding and directional non-bonded 1,5-type S center dot center dot center dot O interactions. X-Ray powder crystallography, using selected crystalline (Z)-4-oxothiazolidine substrate, revealed transformation to the amorphous state during the irreversible Z - gt  E process. A correlation between previous results on the Z/E isomerization in solution and now in the solid state was established.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions",
volume = "76",
number = "3",
pages = "317-328",
doi = "10.2298/JSC100607038D",
url = "Kon_2169"
}
Džambaski, Z., Stojanović, M., Baranac-Stojanović, M., Minić, D. M.,& Marković, R.. (2011). Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 76(3), 317-328.
https://doi.org/10.2298/JSC100607038D
Kon_2169
Džambaski Z, Stojanović M, Baranac-Stojanović M, Minić DM, Marković R. Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions. in Journal of the Serbian Chemical Society. 2011;76(3):317-328.
doi:10.2298/JSC100607038D
Kon_2169 .
Džambaski, Zdravko, Stojanović, Milovan, Baranac-Stojanović, Marija, Minić, Dragica M., Marković, Rade, "Thermal solid-state Z/E isomerization of 2-alkylidene-4-oxothiazolidines: effects of non-covalent interactions" in Journal of the Serbian Chemical Society, 76, no. 3 (2011):317-328,
https://doi.org/10.2298/JSC100607038D .,
Kon_2169 .
5
6
7

endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines

Stojanović, Milovan; Marković, Rade; Kleinpeter, Erich; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2011)

TY  - JOUR
AU  - Stojanović, Milovan
AU  - Marković, Rade
AU  - Kleinpeter, Erich
AU  - Baranac-Stojanović, Marija
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1226
AB  - endo-Mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined as a route to the synthesis of condensed thiazolidines. The scope of these reactions and stereochemical outcome are discussed and explained using quantum chemical calculations.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines
VL  - 67
IS  - 49
SP  - 9541
EP  - 9554
DO  - 10.1016/j.tet.2011.10.011
UR  - Kon_2248
ER  - 
@article{
author = "Stojanović, Milovan and Marković, Rade and Kleinpeter, Erich and Baranac-Stojanović, Marija",
year = "2011",
abstract = "endo-Mode cyclizations of vinylogous N-acyliminium ions incorporating heteroatom-based nucleophiles have been examined as a route to the synthesis of condensed thiazolidines. The scope of these reactions and stereochemical outcome are discussed and explained using quantum chemical calculations.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines",
volume = "67",
number = "49",
pages = "9541-9554",
doi = "10.1016/j.tet.2011.10.011",
url = "Kon_2248"
}
Stojanović, M., Marković, R., Kleinpeter, E.,& Baranac-Stojanović, M.. (2011). endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 67(49), 9541-9554.
https://doi.org/10.1016/j.tet.2011.10.011
Kon_2248
Stojanović M, Marković R, Kleinpeter E, Baranac-Stojanović M. endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines. in Tetrahedron. 2011;67(49):9541-9554.
doi:10.1016/j.tet.2011.10.011
Kon_2248 .
Stojanović, Milovan, Marković, Rade, Kleinpeter, Erich, Baranac-Stojanović, Marija, "endo-Mode cyclizations of vinylogous N-acyliminium ions as a route to the synthesis of condensed thiazolidines" in Tetrahedron, 67, no. 49 (2011):9541-9554,
https://doi.org/10.1016/j.tet.2011.10.011 .,
Kon_2248 .
12
14
13

Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide

Baranac-Stojanović, Marija; Marković, Rade; Stojanović, Milovan

(Pergamon-Elsevier Science Ltd, Oxford, 2011)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Marković, Rade
AU  - Stojanović, Milovan
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1204
AB  - Direct oxidation of enolizable ketones to alpha-hydroxy derivatives, vicinal dicarbonyls or tricarbonyl compounds has been achieved by a catalytic amount of 2-alkylidene-4-oxothiazolidine vinyl bromide in DMSO as a solvent. The yields range from moderate to good.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide
VL  - 67
IS  - 41
SP  - 8000
EP  - 8008
DO  - 10.1016/j.tet.2011.08.022
UR  - Kon_2226
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Marković, Rade and Stojanović, Milovan",
year = "2011",
abstract = "Direct oxidation of enolizable ketones to alpha-hydroxy derivatives, vicinal dicarbonyls or tricarbonyl compounds has been achieved by a catalytic amount of 2-alkylidene-4-oxothiazolidine vinyl bromide in DMSO as a solvent. The yields range from moderate to good.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide",
volume = "67",
number = "41",
pages = "8000-8008",
doi = "10.1016/j.tet.2011.08.022",
url = "Kon_2226"
}
Baranac-Stojanović, M., Marković, R.,& Stojanović, M.. (2011). Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 67(41), 8000-8008.
https://doi.org/10.1016/j.tet.2011.08.022
Kon_2226
Baranac-Stojanović M, Marković R, Stojanović M. Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide. in Tetrahedron. 2011;67(41):8000-8008.
doi:10.1016/j.tet.2011.08.022
Kon_2226 .
Baranac-Stojanović, Marija, Marković, Rade, Stojanović, Milovan, "Catalytic oxidations of enolizable ketones using 2-alkylidene-4-oxothiazolidine vinyl bromide" in Tetrahedron, 67, no. 41 (2011):8000-8008,
https://doi.org/10.1016/j.tet.2011.08.022 .,
Kon_2226 .
13
16
14

Quantitative structure-retention relationship of new N-substituted 2-alkylidene-4-oxothiazolidines

Dabić-Zagorac, Dragana; Natić, Maja; Džambaski, Zdravko; Marković, Rade; Milojković-Opsenica, Dušanka; Tešić, Živoslav Lj.

(Wiley-Blackwell, Malden, 2011)

TY  - JOUR
AU  - Dabić-Zagorac, Dragana
AU  - Natić, Maja
AU  - Džambaski, Zdravko
AU  - Marković, Rade
AU  - Milojković-Opsenica, Dušanka
AU  - Tešić, Živoslav Lj.
PY  - 2011
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1211
AB  - A quantitative structure-retention relationship (QSRR) was built to investigate the relationship between the structural descriptors of 23 newly synthesized N-substituted 2-alkylidene-4-oxothiazolidines and their chromatographic retention. Retention was investigated by means of the reversed-phase thin-layer chromatography (RP-TLC) on the C(18) and CN stationary phases, using methanol, acetonitrile, and tetrahydrofuran as organic modifiers. Full geometry optimization based on the Austin Model 1 (AM1) semi-empirical molecular orbital method was carried out and a set of physicochemical molecular descriptors was calculated from the optimized structures. QSRR was built by means of multiple linear regression (MLR) and partial least squares regression (PLS). The best MLR and PLS models were chosen, on the basis of comparison of the statistical parameters (squared correlation coefficient (R(2)), cross-validated coefficient (R(cv)(2)), and Fischer significance value (F) were used for MLR and the square of the multiple correlation coefficients for the calibration objects (R(2)Y (cum)) and the square of the multiple correlation coefficients for the cross-validation segments (Q(2)Y (cum)) were used for PLS models). Statistically significant and physically meaningful QSRR provided better insight on understanding the retention behavior of the new series of compounds. Lipohilicity (expressed as log P) was included in all MLR and PLS models.
PB  - Wiley-Blackwell, Malden
T2  - Journal of Separation Science
T1  - Quantitative structure-retention relationship of new N-substituted 2-alkylidene-4-oxothiazolidines
VL  - 34
IS  - 18
SP  - 2397
EP  - 2404
DO  - 10.1002/jssc.201100266
UR  - Kon_2233
ER  - 
@article{
author = "Dabić-Zagorac, Dragana and Natić, Maja and Džambaski, Zdravko and Marković, Rade and Milojković-Opsenica, Dušanka and Tešić, Živoslav Lj.",
year = "2011",
abstract = "A quantitative structure-retention relationship (QSRR) was built to investigate the relationship between the structural descriptors of 23 newly synthesized N-substituted 2-alkylidene-4-oxothiazolidines and their chromatographic retention. Retention was investigated by means of the reversed-phase thin-layer chromatography (RP-TLC) on the C(18) and CN stationary phases, using methanol, acetonitrile, and tetrahydrofuran as organic modifiers. Full geometry optimization based on the Austin Model 1 (AM1) semi-empirical molecular orbital method was carried out and a set of physicochemical molecular descriptors was calculated from the optimized structures. QSRR was built by means of multiple linear regression (MLR) and partial least squares regression (PLS). The best MLR and PLS models were chosen, on the basis of comparison of the statistical parameters (squared correlation coefficient (R(2)), cross-validated coefficient (R(cv)(2)), and Fischer significance value (F) were used for MLR and the square of the multiple correlation coefficients for the calibration objects (R(2)Y (cum)) and the square of the multiple correlation coefficients for the cross-validation segments (Q(2)Y (cum)) were used for PLS models). Statistically significant and physically meaningful QSRR provided better insight on understanding the retention behavior of the new series of compounds. Lipohilicity (expressed as log P) was included in all MLR and PLS models.",
publisher = "Wiley-Blackwell, Malden",
journal = "Journal of Separation Science",
title = "Quantitative structure-retention relationship of new N-substituted 2-alkylidene-4-oxothiazolidines",
volume = "34",
number = "18",
pages = "2397-2404",
doi = "10.1002/jssc.201100266",
url = "Kon_2233"
}
Dabić-Zagorac, D., Natić, M., Džambaski, Z., Marković, R., Milojković-Opsenica, D.,& Tešić, Ž. Lj.. (2011). Quantitative structure-retention relationship of new N-substituted 2-alkylidene-4-oxothiazolidines. in Journal of Separation Science
Wiley-Blackwell, Malden., 34(18), 2397-2404.
https://doi.org/10.1002/jssc.201100266
Kon_2233
Dabić-Zagorac D, Natić M, Džambaski Z, Marković R, Milojković-Opsenica D, Tešić ŽL. Quantitative structure-retention relationship of new N-substituted 2-alkylidene-4-oxothiazolidines. in Journal of Separation Science. 2011;34(18):2397-2404.
doi:10.1002/jssc.201100266
Kon_2233 .
Dabić-Zagorac, Dragana, Natić, Maja, Džambaski, Zdravko, Marković, Rade, Milojković-Opsenica, Dušanka, Tešić, Živoslav Lj., "Quantitative structure-retention relationship of new N-substituted 2-alkylidene-4-oxothiazolidines" in Journal of Separation Science, 34, no. 18 (2011):2397-2404,
https://doi.org/10.1002/jssc.201100266 .,
Kon_2233 .
18
20
19

Synthesis, characterization and biological activities of N-heteroaromatic hydrazones and their complexes with Pd(II), Pt(II) and Cd(II)

Filipović, Nenad R.; Todorović, Tamara; Marković, Rade; Marinković, Aleksandar; Tufegdžić, Srđan; Gođevac, Dejan; Anđelković, Katarina K.

(Springer, Dordrecht, 2010)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Todorović, Tamara
AU  - Marković, Rade
AU  - Marinković, Aleksandar
AU  - Tufegdžić, Srđan
AU  - Gođevac, Dejan
AU  - Anđelković, Katarina K.
PY  - 2010
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1099
AB  - Condensation derivatives of ethyl hydrazinoacetate with 2-formylpyridine and quinoline-2-carboxaldehyde were synthesized. Pd(II), Pt(II) and Cd(II) complexes with the 2-formylpyridine derivative and a Cd(II) complex with the quinoline-2-carboxaldehyde derivative were synthesized and characterized by spectroscopic techniques. In the complexes, both ligands are coordinated in neutral NN bidentate modes, while the remaining two coordination sites are occupied by chloride. All compounds showed biological activity when tested against Escherichia coli, Bacillus subtilis and Staphylococcus aureus.
PB  - Springer, Dordrecht
T2  - Transition Metal Chemistry
T1  - Synthesis, characterization and biological activities of N-heteroaromatic hydrazones and their complexes with Pd(II), Pt(II) and Cd(II)
VL  - 35
IS  - 6
SP  - 765
EP  - 772
DO  - 10.1007/s11243-010-9391-9
UR  - Kon_2099
ER  - 
@article{
author = "Filipović, Nenad R. and Todorović, Tamara and Marković, Rade and Marinković, Aleksandar and Tufegdžić, Srđan and Gođevac, Dejan and Anđelković, Katarina K.",
year = "2010",
abstract = "Condensation derivatives of ethyl hydrazinoacetate with 2-formylpyridine and quinoline-2-carboxaldehyde were synthesized. Pd(II), Pt(II) and Cd(II) complexes with the 2-formylpyridine derivative and a Cd(II) complex with the quinoline-2-carboxaldehyde derivative were synthesized and characterized by spectroscopic techniques. In the complexes, both ligands are coordinated in neutral NN bidentate modes, while the remaining two coordination sites are occupied by chloride. All compounds showed biological activity when tested against Escherichia coli, Bacillus subtilis and Staphylococcus aureus.",
publisher = "Springer, Dordrecht",
journal = "Transition Metal Chemistry",
title = "Synthesis, characterization and biological activities of N-heteroaromatic hydrazones and their complexes with Pd(II), Pt(II) and Cd(II)",
volume = "35",
number = "6",
pages = "765-772",
doi = "10.1007/s11243-010-9391-9",
url = "Kon_2099"
}
Filipović, N. R., Todorović, T., Marković, R., Marinković, A., Tufegdžić, S., Gođevac, D.,& Anđelković, K. K.. (2010). Synthesis, characterization and biological activities of N-heteroaromatic hydrazones and their complexes with Pd(II), Pt(II) and Cd(II). in Transition Metal Chemistry
Springer, Dordrecht., 35(6), 765-772.
https://doi.org/10.1007/s11243-010-9391-9
Kon_2099
Filipović NR, Todorović T, Marković R, Marinković A, Tufegdžić S, Gođevac D, Anđelković KK. Synthesis, characterization and biological activities of N-heteroaromatic hydrazones and their complexes with Pd(II), Pt(II) and Cd(II). in Transition Metal Chemistry. 2010;35(6):765-772.
doi:10.1007/s11243-010-9391-9
Kon_2099 .
Filipović, Nenad R., Todorović, Tamara, Marković, Rade, Marinković, Aleksandar, Tufegdžić, Srđan, Gođevac, Dejan, Anđelković, Katarina K., "Synthesis, characterization and biological activities of N-heteroaromatic hydrazones and their complexes with Pd(II), Pt(II) and Cd(II)" in Transition Metal Chemistry, 35, no. 6 (2010):765-772,
https://doi.org/10.1007/s11243-010-9391-9 .,
Kon_2099 .
7
7
8

Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles

Tatar, Jovana; Marković, Rade; Stojanović, Milovan; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Tatar, Jovana
AU  - Marković, Rade
AU  - Stojanović, Milovan
AU  - Baranac-Stojanović, Marija
PY  - 2010
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1104
AB  - alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained. (C) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
VL  - 51
IS  - 37
SP  - 4851
EP  - 4855
DO  - 10.1016/j.tetlet.2010.07.057
UR  - Kon_2104
ER  - 
@article{
author = "Tatar, Jovana and Marković, Rade and Stojanović, Milovan and Baranac-Stojanović, Marija",
year = "2010",
abstract = "alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained. (C) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles",
volume = "51",
number = "37",
pages = "4851-4855",
doi = "10.1016/j.tetlet.2010.07.057",
url = "Kon_2104"
}
Tatar, J., Marković, R., Stojanović, M.,& Baranac-Stojanović, M.. (2010). Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 51(37), 4851-4855.
https://doi.org/10.1016/j.tetlet.2010.07.057
Kon_2104
Tatar J, Marković R, Stojanović M, Baranac-Stojanović M. Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles. in Tetrahedron Letters. 2010;51(37):4851-4855.
doi:10.1016/j.tetlet.2010.07.057
Kon_2104 .
Tatar, Jovana, Marković, Rade, Stojanović, Milovan, Baranac-Stojanović, Marija, "Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles" in Tetrahedron Letters, 51, no. 37 (2010):4851-4855,
https://doi.org/10.1016/j.tetlet.2010.07.057 .,
Kon_2104 .
7
7
7

Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles

Baranac-Stojanović, Marija; Tatar, Jovana; Stojanović, Milovan; Marković, Rade

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Tatar, Jovana
AU  - Stojanović, Milovan
AU  - Marković, Rade
PY  - 2010
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1102
AB  - Vinyl bromides derived from 2-alkylidene-4-oxothiazolidines represent a class of vinyl halides, which readily undergo a bromophilic attack by a range of nucleophiles. With Ph(3)P, AcS(-), CN(-), I(-), F(-), Ac(2)CH(-) and N(3)(-) the attack ends up with reductive debromination, whereas the bromine substitution takes place with KSCN. When acetate anion and organic bases, such as pyridine, Et(3)N or morpholine, are employed as nucleophiles the initial bromophilic attack is followed by bromine migration to the C(5) position of the ring, allowing the C(5) functionalization of this heterocyclic system. (C) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles
VL  - 66
IS  - 34
SP  - 6873
EP  - 6884
DO  - 10.1016/j.tet.2010.06.057
UR  - Kon_2102
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Tatar, Jovana and Stojanović, Milovan and Marković, Rade",
year = "2010",
abstract = "Vinyl bromides derived from 2-alkylidene-4-oxothiazolidines represent a class of vinyl halides, which readily undergo a bromophilic attack by a range of nucleophiles. With Ph(3)P, AcS(-), CN(-), I(-), F(-), Ac(2)CH(-) and N(3)(-) the attack ends up with reductive debromination, whereas the bromine substitution takes place with KSCN. When acetate anion and organic bases, such as pyridine, Et(3)N or morpholine, are employed as nucleophiles the initial bromophilic attack is followed by bromine migration to the C(5) position of the ring, allowing the C(5) functionalization of this heterocyclic system. (C) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles",
volume = "66",
number = "34",
pages = "6873-6884",
doi = "10.1016/j.tet.2010.06.057",
url = "Kon_2102"
}
Baranac-Stojanović, M., Tatar, J., Stojanović, M.,& Marković, R.. (2010). Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 66(34), 6873-6884.
https://doi.org/10.1016/j.tet.2010.06.057
Kon_2102
Baranac-Stojanović M, Tatar J, Stojanović M, Marković R. Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles. in Tetrahedron. 2010;66(34):6873-6884.
doi:10.1016/j.tet.2010.06.057
Kon_2102 .
Baranac-Stojanović, Marija, Tatar, Jovana, Stojanović, Milovan, Marković, Rade, "Transformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophiles" in Tetrahedron, 66, no. 34 (2010):6873-6884,
https://doi.org/10.1016/j.tet.2010.06.057 .,
Kon_2102 .
10
11
11

Structure, configuration, conformation and quantification of the push pull-effect of 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives

Baranac-Stojanović, Marija; Klaumuenzer, Ute; Marković, Rade; Kleinpeter, Erich

(Pergamon-Elsevier Science Ltd, Oxford, 2010)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Klaumuenzer, Ute
AU  - Marković, Rade
AU  - Kleinpeter, Erich
PY  - 2010
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/1135
AB  - Structures of a series of push-pull 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives were optimized at the B3LYP/6-31G(d) level of theory in the gas phase and discussed with respect to configurational and conformational stability. Employing the GIAO method, C-13 NMR chemical shifts of the C-2, C-2', C-4 and C-5 atoms were calculated at the same level of theory in the gas phase and with inclusion of solvent, and compared with experimental data. Push-pull effect of all compounds was quantified by means of the quotient pi*/pi, length of the partial double bond, C-13 NMR chemical shift difference (Delta delta(C=C)) and H-1 NMR chemical shifts of olefinic protons. The effect of bromine on donating and accepting ability of other substituents of the push-pull C=C double bond is discussed, too. (C) 2010 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Structure, configuration, conformation and quantification of the push pull-effect of 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives
VL  - 66
IS  - 46
SP  - 8958
EP  - 8967
DO  - 10.1016/j.tet.2010.09.040
UR  - Kon_2135
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Klaumuenzer, Ute and Marković, Rade and Kleinpeter, Erich",
year = "2010",
abstract = "Structures of a series of push-pull 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives were optimized at the B3LYP/6-31G(d) level of theory in the gas phase and discussed with respect to configurational and conformational stability. Employing the GIAO method, C-13 NMR chemical shifts of the C-2, C-2', C-4 and C-5 atoms were calculated at the same level of theory in the gas phase and with inclusion of solvent, and compared with experimental data. Push-pull effect of all compounds was quantified by means of the quotient pi*/pi, length of the partial double bond, C-13 NMR chemical shift difference (Delta delta(C=C)) and H-1 NMR chemical shifts of olefinic protons. The effect of bromine on donating and accepting ability of other substituents of the push-pull C=C double bond is discussed, too. (C) 2010 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Structure, configuration, conformation and quantification of the push pull-effect of 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives",
volume = "66",
number = "46",
pages = "8958-8967",
doi = "10.1016/j.tet.2010.09.040",
url = "Kon_2135"
}
Baranac-Stojanović, M., Klaumuenzer, U., Marković, R.,& Kleinpeter, E.. (2010). Structure, configuration, conformation and quantification of the push pull-effect of 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 66(46), 8958-8967.
https://doi.org/10.1016/j.tet.2010.09.040
Kon_2135
Baranac-Stojanović M, Klaumuenzer U, Marković R, Kleinpeter E. Structure, configuration, conformation and quantification of the push pull-effect of 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives. in Tetrahedron. 2010;66(46):8958-8967.
doi:10.1016/j.tet.2010.09.040
Kon_2135 .
Baranac-Stojanović, Marija, Klaumuenzer, Ute, Marković, Rade, Kleinpeter, Erich, "Structure, configuration, conformation and quantification of the push pull-effect of 2-alkylidene-4-thiazolidinones and 2-alkylidene-4,5-fused bicyclic thiazolidine derivatives" in Tetrahedron, 66, no. 46 (2010):8958-8967,
https://doi.org/10.1016/j.tet.2010.09.040 .,
Kon_2135 .
15
15
15

Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds

Tatar, Jovana; Baranac-Stojanović, Marija; Stojanović, Milovan; Marković, Rade

(Pergamon-Elsevier Science Ltd, Oxford, 2009)

TY  - JOUR
AU  - Tatar, Jovana
AU  - Baranac-Stojanović, Marija
AU  - Stojanović, Milovan
AU  - Marković, Rade
PY  - 2009
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/606
AB  - An efficient method for the formation of alpha-carbonyl-monosubstituted acetophenones from ortho-methoxy-and ortho-hydroxy-alpha,alpha-dibromoacetopheiiones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of alpha,alpha-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones. (C) 2008 Elsevier Ltd. All rights reserved
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds
VL  - 50
IS  - 6
SP  - 700
EP  - 703
DO  - 10.1016/j.tetlet.2008.11.104
UR  - Kon_1955
ER  - 
@article{
author = "Tatar, Jovana and Baranac-Stojanović, Marija and Stojanović, Milovan and Marković, Rade",
year = "2009",
abstract = "An efficient method for the formation of alpha-carbonyl-monosubstituted acetophenones from ortho-methoxy-and ortho-hydroxy-alpha,alpha-dibromoacetopheiiones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of alpha,alpha-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones. (C) 2008 Elsevier Ltd. All rights reserved",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds",
volume = "50",
number = "6",
pages = "700-703",
doi = "10.1016/j.tetlet.2008.11.104",
url = "Kon_1955"
}
Tatar, J., Baranac-Stojanović, M., Stojanović, M.,& Marković, R.. (2009). Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 50(6), 700-703.
https://doi.org/10.1016/j.tetlet.2008.11.104
Kon_1955
Tatar J, Baranac-Stojanović M, Stojanović M, Marković R. Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds. in Tetrahedron Letters. 2009;50(6):700-703.
doi:10.1016/j.tetlet.2008.11.104
Kon_1955 .
Tatar, Jovana, Baranac-Stojanović, Marija, Stojanović, Milovan, Marković, Rade, "Reactions of ortho-substituted alpha,alpha-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds" in Tetrahedron Letters, 50, no. 6 (2009):700-703,
https://doi.org/10.1016/j.tetlet.2008.11.104 .,
Kon_1955 .
14
17
17

High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety

Baranac-Stojanović, Marija; Tatar, Jovana; Kleinpeter, Erich; Marković, Rade

(Georg Thieme Verlag Kg, Stuttgart, 2008)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Tatar, Jovana
AU  - Kleinpeter, Erich
AU  - Marković, Rade
PY  - 2008
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/955
AB  - A new series of unsubstituted and substituted pyridinium salts bearing a 4-oxothiazolidinyl moiety has been prepared by an efficient rearrangement of 2-(I-bromoalkylidene)thiazolidin-4ones. The process is based on three steps, namely carbon-bromine cleavage, bromine transfer, and substitution, each induced by pyridine or its derivatives, acting as base and reactant.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety
IS  - 13
SP  - 2117
EP  - 2121
DO  - 10.1055/s-2008-1067113
UR  - Kon_1908
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Tatar, Jovana and Kleinpeter, Erich and Marković, Rade",
year = "2008",
abstract = "A new series of unsubstituted and substituted pyridinium salts bearing a 4-oxothiazolidinyl moiety has been prepared by an efficient rearrangement of 2-(I-bromoalkylidene)thiazolidin-4ones. The process is based on three steps, namely carbon-bromine cleavage, bromine transfer, and substitution, each induced by pyridine or its derivatives, acting as base and reactant.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety",
number = "13",
pages = "2117-2121",
doi = "10.1055/s-2008-1067113",
url = "Kon_1908"
}
Baranac-Stojanović, M., Tatar, J., Kleinpeter, E.,& Marković, R.. (2008). High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart.(13), 2117-2121.
https://doi.org/10.1055/s-2008-1067113
Kon_1908
Baranac-Stojanović M, Tatar J, Kleinpeter E, Marković R. High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety. in Synthesis, Stuttgart. 2008;(13):2117-2121.
doi:10.1055/s-2008-1067113
Kon_1908 .
Baranac-Stojanović, Marija, Tatar, Jovana, Kleinpeter, Erich, Marković, Rade, "High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety" in Synthesis, Stuttgart, no. 13 (2008):2117-2121,
https://doi.org/10.1055/s-2008-1067113 .,
Kon_1908 .
4
9
12

Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines

Natić, Maja; Marković, Rade; Milojković-Opsenica, Dušanka; Tešić, Živoslav Lj.

(Wiley-V C H Verlag Gmbh, Weinheim, 2007)

TY  - JOUR
AU  - Natić, Maja
AU  - Marković, Rade
AU  - Milojković-Opsenica, Dušanka
AU  - Tešić, Živoslav Lj.
PY  - 2007
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/879
AB  - Quantitative structure-retention relationship (QSRR) was developed for a series of the (Z)- and (E)-2-allcylidene-4-oxothiazolidine derivatives by the multiple linear regression (MLR) analysis. Full geometry optimization based on Austin Model 1 (AM1) semiempirical molecular orbital method was carried out and a set of physicochemical molecular descriptors was calculated from the optimized structures. In order to obtain useful experimental parameters, the lipophilic character of analytes was measured by RP-TLC, and lipophilicity parameters were correlated with physicochemical structural descriptors. Statistically significant and physically meaningful structure-retention relationships were obtained.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines
VL  - 30
IS  - 14
SP  - 2241
EP  - 2248
DO  - 10.1002/jssc.200700152
UR  - Kon_1832
ER  - 
@article{
author = "Natić, Maja and Marković, Rade and Milojković-Opsenica, Dušanka and Tešić, Živoslav Lj.",
year = "2007",
abstract = "Quantitative structure-retention relationship (QSRR) was developed for a series of the (Z)- and (E)-2-allcylidene-4-oxothiazolidine derivatives by the multiple linear regression (MLR) analysis. Full geometry optimization based on Austin Model 1 (AM1) semiempirical molecular orbital method was carried out and a set of physicochemical molecular descriptors was calculated from the optimized structures. In order to obtain useful experimental parameters, the lipophilic character of analytes was measured by RP-TLC, and lipophilicity parameters were correlated with physicochemical structural descriptors. Statistically significant and physically meaningful structure-retention relationships were obtained.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines",
volume = "30",
number = "14",
pages = "2241-2248",
doi = "10.1002/jssc.200700152",
url = "Kon_1832"
}
Natić, M., Marković, R., Milojković-Opsenica, D.,& Tešić, Ž. Lj.. (2007). Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim., 30(14), 2241-2248.
https://doi.org/10.1002/jssc.200700152
Kon_1832
Natić M, Marković R, Milojković-Opsenica D, Tešić ŽL. Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines. in Journal of Separation Science. 2007;30(14):2241-2248.
doi:10.1002/jssc.200700152
Kon_1832 .
Natić, Maja, Marković, Rade, Milojković-Opsenica, Dušanka, Tešić, Živoslav Lj., "Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines" in Journal of Separation Science, 30, no. 14 (2007):2241-2248,
https://doi.org/10.1002/jssc.200700152 .,
Kon_1832 .
11
13
13

Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides

Baranac-Stojanović, Marija; Marković, Rade

(Pergamon-Elsevier Science Ltd, Oxford, 2007)

TY  - JOUR
AU  - Baranac-Stojanović, Marija
AU  - Marković, Rade
PY  - 2007
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/823
AB  - Push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides undergo efficient C(5) functionalization through DMSO-assisted carbon-bromine cleavage, followed by a bromine transfer-substitution (or elimination) sequence. A mechanism for this novel transformation is proposed. (c) 2007 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron Letters
T1  - Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides
VL  - 48
IS  - 10
SP  - 1695
EP  - 1698
DO  - 10.1016/j.tetlet.2007.01.051
UR  - Kon_1776
ER  - 
@article{
author = "Baranac-Stojanović, Marija and Marković, Rade",
year = "2007",
abstract = "Push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides undergo efficient C(5) functionalization through DMSO-assisted carbon-bromine cleavage, followed by a bromine transfer-substitution (or elimination) sequence. A mechanism for this novel transformation is proposed. (c) 2007 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides",
volume = "48",
number = "10",
pages = "1695-1698",
doi = "10.1016/j.tetlet.2007.01.051",
url = "Kon_1776"
}
Baranac-Stojanović, M.,& Marković, R.. (2007). Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides. in Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 48(10), 1695-1698.
https://doi.org/10.1016/j.tetlet.2007.01.051
Kon_1776
Baranac-Stojanović M, Marković R. Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides. in Tetrahedron Letters. 2007;48(10):1695-1698.
doi:10.1016/j.tetlet.2007.01.051
Kon_1776 .
Baranac-Stojanović, Marija, Marković, Rade, "Carbon-bromine cleavage by dimethyl sulfoxide: the key step of C(5) functionalization of push-pull 2-alkylidene-4-oxothiazolidine vinyl bromides" in Tetrahedron Letters, 48, no. 10 (2007):1695-1698,
https://doi.org/10.1016/j.tetlet.2007.01.051 .,
Kon_1776 .
5
7
7