Džambaski, Z.

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3362021b-a12a-4452-bec5-f059939080f1
  • Džambaski, Z. (9)
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Author's Bibliography

Kinetics and mechanism of structural transformations of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide during heating

Minić, Dragica M.; Djordjevic, M.; Džambaski, Z.; Šumar-Ristović, Maja; Marković, R.

(Maik Nauka/Interperiodica/Springer, New York, 2011)

TY  - JOUR
AU  - Minić, Dragica M.
AU  - Djordjevic, M.
AU  - Džambaski, Z.
AU  - Šumar-Ristović, Maja
AU  - Marković, R.
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1230
AB  - The kinetics and mechanism of the structural transformation of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide in non-isothermal conditions were studied by using isoconversion as well as non-isoconversion techniques. It was shown that the crystal, Z-form of compound, was stable in the temperature range from room temperature to melting point, when E-form of compound was formed. This process involves the breaking of crystal structure and the forming of glass material as a new phase, which by cooling forms crystal of the E-form of compound very slowly. The dependences of kinetic parameters on fractional extent conversion were determined indicating a very complex process which involves more than one elementary step, as can be expected for most solid state reactions. The possible mechanism of the process was discussed according to the algorithm concerning the form of these dependences. The evaluation of kinetics parameters and isokinetic relationships were done by combination of model fitting and model-free approach.
PB  - Maik Nauka/Interperiodica/Springer, New York
T2  - Russian Journal of Physical Chemistry A
T1  - Kinetics and mechanism of structural transformations of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide during heating
VL  - 85
IS  - 13
SP  - 2288
EP  - 2294
DO  - 10.1134/S0036024411130164
ER  - 
@article{
author = "Minić, Dragica M. and Djordjevic, M. and Džambaski, Z. and Šumar-Ristović, Maja and Marković, R.",
year = "2011",
abstract = "The kinetics and mechanism of the structural transformation of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide in non-isothermal conditions were studied by using isoconversion as well as non-isoconversion techniques. It was shown that the crystal, Z-form of compound, was stable in the temperature range from room temperature to melting point, when E-form of compound was formed. This process involves the breaking of crystal structure and the forming of glass material as a new phase, which by cooling forms crystal of the E-form of compound very slowly. The dependences of kinetic parameters on fractional extent conversion were determined indicating a very complex process which involves more than one elementary step, as can be expected for most solid state reactions. The possible mechanism of the process was discussed according to the algorithm concerning the form of these dependences. The evaluation of kinetics parameters and isokinetic relationships were done by combination of model fitting and model-free approach.",
publisher = "Maik Nauka/Interperiodica/Springer, New York",
journal = "Russian Journal of Physical Chemistry A",
title = "Kinetics and mechanism of structural transformations of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide during heating",
volume = "85",
number = "13",
pages = "2288-2294",
doi = "10.1134/S0036024411130164"
}
Minić, D. M., Djordjevic, M., Džambaski, Z., Šumar-Ristović, M.,& Marković, R.. (2011). Kinetics and mechanism of structural transformations of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide during heating. in Russian Journal of Physical Chemistry A
Maik Nauka/Interperiodica/Springer, New York., 85(13), 2288-2294.
https://doi.org/10.1134/S0036024411130164
Minić DM, Djordjevic M, Džambaski Z, Šumar-Ristović M, Marković R. Kinetics and mechanism of structural transformations of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide during heating. in Russian Journal of Physical Chemistry A. 2011;85(13):2288-2294.
doi:10.1134/S0036024411130164 .
Minić, Dragica M., Djordjevic, M., Džambaski, Z., Šumar-Ristović, Maja, Marković, R., "Kinetics and mechanism of structural transformations of 2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-N-(2-phenylethyl)-ethanamide during heating" in Russian Journal of Physical Chemistry A, 85, no. 13 (2011):2288-2294,
https://doi.org/10.1134/S0036024411130164 . .

Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects

Marković, R.; Shirazi, A; Džambaski, Z.; Baranac-Stojanović, Marija; Minić, Dragica M.

(John Wiley & Sons Ltd, Chichester, 2004)

TY  - JOUR
AU  - Marković, R.
AU  - Shirazi, A
AU  - Džambaski, Z.
AU  - Baranac-Stojanović, Marija
AU  - Minić, Dragica M.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/567
AB  - H-1 NMR spectroscopy was used to investigate hydrogen bonding in the structurally related (Z)- and (E)-5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes consist of the intramolecularly H-bonded E-isomer and intermolecularly H-bonded Z-isomer in varying proportions which depend on the solvent polarity. For a representative of the series, (E)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone (1), the lack of a concentration and temperature dependence of the large chemical NH shift (delta 12.06ppm) in CDCl3 indicates strong intramolecular resonance-assisted hydrogen-bond formation (RAHB). The upfield chemical shifts of the NH proton of the (Z)-1 isomer as a function of temperature increase and the large 1H NMR Deltadelta/DeltaT value (-11.82ppbdegreesC(-1), Z/E=60:40, or -10.33ppbdegreesC(-1), Z/E = 20: 80) in CDCl3 are explained in terms of a decrease in intermolecular H-bonding resulting in a greater amount of free or unassociated Z-isomer. Copyright (C) 2004 John Wiley Sons, Ltd.
PB  - John Wiley & Sons Ltd, Chichester
T2  - Journal of Physical Organic Chemistry
T1  - Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects
VL  - 17
IS  - 2
SP  - 118
EP  - 123
DO  - 10.1002/poc.700
ER  - 
@article{
author = "Marković, R. and Shirazi, A and Džambaski, Z. and Baranac-Stojanović, Marija and Minić, Dragica M.",
year = "2004",
abstract = "H-1 NMR spectroscopy was used to investigate hydrogen bonding in the structurally related (Z)- and (E)-5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes consist of the intramolecularly H-bonded E-isomer and intermolecularly H-bonded Z-isomer in varying proportions which depend on the solvent polarity. For a representative of the series, (E)-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone (1), the lack of a concentration and temperature dependence of the large chemical NH shift (delta 12.06ppm) in CDCl3 indicates strong intramolecular resonance-assisted hydrogen-bond formation (RAHB). The upfield chemical shifts of the NH proton of the (Z)-1 isomer as a function of temperature increase and the large 1H NMR Deltadelta/DeltaT value (-11.82ppbdegreesC(-1), Z/E=60:40, or -10.33ppbdegreesC(-1), Z/E = 20: 80) in CDCl3 are explained in terms of a decrease in intermolecular H-bonding resulting in a greater amount of free or unassociated Z-isomer. Copyright (C) 2004 John Wiley Sons, Ltd.",
publisher = "John Wiley & Sons Ltd, Chichester",
journal = "Journal of Physical Organic Chemistry",
title = "Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects",
volume = "17",
number = "2",
pages = "118-123",
doi = "10.1002/poc.700"
}
Marković, R., Shirazi, A., Džambaski, Z., Baranac-Stojanović, M.,& Minić, D. M.. (2004). Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects. in Journal of Physical Organic Chemistry
John Wiley & Sons Ltd, Chichester., 17(2), 118-123.
https://doi.org/10.1002/poc.700
Marković R, Shirazi A, Džambaski Z, Baranac-Stojanović M, Minić DM. Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects. in Journal of Physical Organic Chemistry. 2004;17(2):118-123.
doi:10.1002/poc.700 .
Marković, R., Shirazi, A, Džambaski, Z., Baranac-Stojanović, Marija, Minić, Dragica M., "Configurational isomerization of push-pull thiazoliclinone derivatives controlled by intermolecular and-intramolecular RAHB: H-1 NMR dynamic investigation of concentration and temperature effects" in Journal of Physical Organic Chemistry, 17, no. 2 (2004):118-123,
https://doi.org/10.1002/poc.700 . .
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Sequential bromination-rearrangement of push-pull thiazolidines induced by pyridinium hydrobromide perbromide under homogenous reaction conditions

Marković, R.; Baranac-Stojanović, Marija; Džambaski, Z.

(Pergamon-Elsevier Science Ltd, Oxford, 2004)

TY  - JOUR
AU  - Marković, R.
AU  - Baranac-Stojanović, Marija
AU  - Džambaski, Z.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/583
AB  - Regiospecific bromination-rearrangement of the 5-substituted 2-alkylidene-4-oxothiazolidine derivatives induced by pyridinium hydrobromide perbromide (PHBP) provides a new synthetic approach to the corresponding push-pull thiazolidines with two exocyclic double bonds. In comparison to a heterogenous alternative, this conversion, taking place in acetonitrile under homogenous reaction conditions, has the advantage of almost quantitative yields and a substantial rate enhancement.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Heterocycles
T1  - Sequential bromination-rearrangement of push-pull thiazolidines induced by pyridinium hydrobromide perbromide under homogenous reaction conditions
VL  - 63
IS  - 4
SP  - 851
EP  - 860
DO  - 10.3987/COM-03-9980
ER  - 
@article{
author = "Marković, R. and Baranac-Stojanović, Marija and Džambaski, Z.",
year = "2004",
abstract = "Regiospecific bromination-rearrangement of the 5-substituted 2-alkylidene-4-oxothiazolidine derivatives induced by pyridinium hydrobromide perbromide (PHBP) provides a new synthetic approach to the corresponding push-pull thiazolidines with two exocyclic double bonds. In comparison to a heterogenous alternative, this conversion, taking place in acetonitrile under homogenous reaction conditions, has the advantage of almost quantitative yields and a substantial rate enhancement.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Heterocycles",
title = "Sequential bromination-rearrangement of push-pull thiazolidines induced by pyridinium hydrobromide perbromide under homogenous reaction conditions",
volume = "63",
number = "4",
pages = "851-860",
doi = "10.3987/COM-03-9980"
}
Marković, R., Baranac-Stojanović, M.,& Džambaski, Z.. (2004). Sequential bromination-rearrangement of push-pull thiazolidines induced by pyridinium hydrobromide perbromide under homogenous reaction conditions. in Heterocycles
Pergamon-Elsevier Science Ltd, Oxford., 63(4), 851-860.
https://doi.org/10.3987/COM-03-9980
Marković R, Baranac-Stojanović M, Džambaski Z. Sequential bromination-rearrangement of push-pull thiazolidines induced by pyridinium hydrobromide perbromide under homogenous reaction conditions. in Heterocycles. 2004;63(4):851-860.
doi:10.3987/COM-03-9980 .
Marković, R., Baranac-Stojanović, Marija, Džambaski, Z., "Sequential bromination-rearrangement of push-pull thiazolidines induced by pyridinium hydrobromide perbromide under homogenous reaction conditions" in Heterocycles, 63, no. 4 (2004):851-860,
https://doi.org/10.3987/COM-03-9980 . .
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Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions

Marković, R.; Baranac-Stojanović, Marija; Džambaski, Z.

(Serbian Chemical Soc, Belgrade, 2004)

TY  - JOUR
AU  - Marković, R.
AU  - Baranac-Stojanović, Marija
AU  - Džambaski, Z.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/636
AB  - Pyridinium hydrobromide perbromide (PHBP) is a highly efficient reagent for the conversion of 5-substituted-2-alkylidene-4-oxothiazolidine derivatives to the corresponding thiazolidines with two fully delocalized exocyclic double bonds at the C(2) and C(5) positions. This conversion as a two-step bromination-rearrangement process occurs in acetonitrile under homogeneous reaction conditions.
AB  - Piridinijum-hidrobromid-perbromid (PHBP) je veoma efikasan reagens za konverziju 5-supstituisanih-2-alkiliden-4-oksotiazolidinskih derivata u odgovarajuće tiazolidine sa dve potpuno delokalizovane egzociklične dvogube veze u položajima C(2) i C(5). Ova konverzija je dvofazni proces bromovanja i premeštanja koji se odvija u acetonitrilu pod homogenim reakcionim uslovima.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions
T1  - Efikasno premeštanje push-pull 5-supstituisanih 4-oksotiazolidina indukovano piridinijum-hidrobromid-perbromidom pod homogenim reakcionim uslovima
VL  - 69
IS  - 4
SP  - 239
EP  - 245
DO  - 10.2298/JSC0404239M
ER  - 
@article{
author = "Marković, R. and Baranac-Stojanović, Marija and Džambaski, Z.",
year = "2004",
abstract = "Pyridinium hydrobromide perbromide (PHBP) is a highly efficient reagent for the conversion of 5-substituted-2-alkylidene-4-oxothiazolidine derivatives to the corresponding thiazolidines with two fully delocalized exocyclic double bonds at the C(2) and C(5) positions. This conversion as a two-step bromination-rearrangement process occurs in acetonitrile under homogeneous reaction conditions., Piridinijum-hidrobromid-perbromid (PHBP) je veoma efikasan reagens za konverziju 5-supstituisanih-2-alkiliden-4-oksotiazolidinskih derivata u odgovarajuće tiazolidine sa dve potpuno delokalizovane egzociklične dvogube veze u položajima C(2) i C(5). Ova konverzija je dvofazni proces bromovanja i premeštanja koji se odvija u acetonitrilu pod homogenim reakcionim uslovima.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions, Efikasno premeštanje push-pull 5-supstituisanih 4-oksotiazolidina indukovano piridinijum-hidrobromid-perbromidom pod homogenim reakcionim uslovima",
volume = "69",
number = "4",
pages = "239-245",
doi = "10.2298/JSC0404239M"
}
Marković, R., Baranac-Stojanović, M.,& Džambaski, Z.. (2004). Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 69(4), 239-245.
https://doi.org/10.2298/JSC0404239M
Marković R, Baranac-Stojanović M, Džambaski Z. Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions. in Journal of the Serbian Chemical Society. 2004;69(4):239-245.
doi:10.2298/JSC0404239M .
Marković, R., Baranac-Stojanović, Marija, Džambaski, Z., "Facile rearrangement of push-pull 5-substituted 4-oxothiazolidines induced by pyridinium hydrobromide perbromide under homogeneous reaction conditions" in Journal of the Serbian Chemical Society, 69, no. 4 (2004):239-245,
https://doi.org/10.2298/JSC0404239M . .
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Regioselective synthesis of a stereodefined heterocyclic push-pull alkene - H-1 NMR studies and two-dimensional TLC illustrating Z/E isomerization

Marković, R.; Baranac-Stojanović, Marija; Jovanović, Vesna B.; Džambaski, Z.

(Amer Chemical Soc, Washington, 2004)

TY  - JOUR
AU  - Marković, R.
AU  - Baranac-Stojanović, Marija
AU  - Jovanović, Vesna B.
AU  - Džambaski, Z.
PY  - 2004
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/646
AB  - Introducing students to the regioselective synthesis of a stereodefined push-pull alkene from inexpensive chemicals can be facilicated through experiment. In the experiment, preparation of the precursor, such as diethyl mercaptosuccinate from mercaptosuccinic acid and ethanol in toluene as a cosolvent, demonstrates the educational significance of binary and tertiary azeotropes in practical organic synthesis. The utility of 1H NMR spectroscopy is illustrated as a tool to identify the configurational isomers and to study the stereodynamic behavior of the isolated heterocyclic product.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Chemical Education
T1  - Regioselective synthesis of a stereodefined heterocyclic push-pull alkene - H-1 NMR studies and two-dimensional TLC illustrating Z/E isomerization
VL  - 81
IS  - 7
SP  - 1026
EP  - 1029
UR  - https://hdl.handle.net/21.15107/rcub_cherry_646
ER  - 
@article{
author = "Marković, R. and Baranac-Stojanović, Marija and Jovanović, Vesna B. and Džambaski, Z.",
year = "2004",
abstract = "Introducing students to the regioselective synthesis of a stereodefined push-pull alkene from inexpensive chemicals can be facilicated through experiment. In the experiment, preparation of the precursor, such as diethyl mercaptosuccinate from mercaptosuccinic acid and ethanol in toluene as a cosolvent, demonstrates the educational significance of binary and tertiary azeotropes in practical organic synthesis. The utility of 1H NMR spectroscopy is illustrated as a tool to identify the configurational isomers and to study the stereodynamic behavior of the isolated heterocyclic product.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Chemical Education",
title = "Regioselective synthesis of a stereodefined heterocyclic push-pull alkene - H-1 NMR studies and two-dimensional TLC illustrating Z/E isomerization",
volume = "81",
number = "7",
pages = "1026-1029",
url = "https://hdl.handle.net/21.15107/rcub_cherry_646"
}
Marković, R., Baranac-Stojanović, M., Jovanović, V. B.,& Džambaski, Z.. (2004). Regioselective synthesis of a stereodefined heterocyclic push-pull alkene - H-1 NMR studies and two-dimensional TLC illustrating Z/E isomerization. in Journal of Chemical Education
Amer Chemical Soc, Washington., 81(7), 1026-1029.
https://hdl.handle.net/21.15107/rcub_cherry_646
Marković R, Baranac-Stojanović M, Jovanović VB, Džambaski Z. Regioselective synthesis of a stereodefined heterocyclic push-pull alkene - H-1 NMR studies and two-dimensional TLC illustrating Z/E isomerization. in Journal of Chemical Education. 2004;81(7):1026-1029.
https://hdl.handle.net/21.15107/rcub_cherry_646 .
Marković, R., Baranac-Stojanović, Marija, Jovanović, Vesna B., Džambaski, Z., "Regioselective synthesis of a stereodefined heterocyclic push-pull alkene - H-1 NMR studies and two-dimensional TLC illustrating Z/E isomerization" in Journal of Chemical Education, 81, no. 7 (2004):1026-1029,
https://hdl.handle.net/21.15107/rcub_cherry_646 .
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High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof

Marković, R.; Baranac-Stojanović, Marija; Džambaski, Z.; Stojanović, Milovan; Steel, PJ

(Pergamon-Elsevier Science Ltd, Oxford, 2003)

TY  - JOUR
AU  - Marković, R.
AU  - Baranac-Stojanović, Marija
AU  - Džambaski, Z.
AU  - Stojanović, Milovan
AU  - Steel, PJ
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/150
AB  - Base-catalyzed reactions of beta-oxonitriles 1 with diethyl mercaptosuccinate favour heterocyclization to afford 2-alkylidene-4-oxothiazolidines 3, rather than 2-alkylidene-4-oxo-1,3-thiazinanes 4. The observed regioselectivity is based on spectroscopic and experimental evidence, including a single-crystal X-ray structure determination. (C) 2003 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof
VL  - 59
IS  - 39
SP  - 7803
EP  - 7810
DO  - 10.1016/S0040-4020(03)01146-3
ER  - 
@article{
author = "Marković, R. and Baranac-Stojanović, Marija and Džambaski, Z. and Stojanović, Milovan and Steel, PJ",
year = "2003",
abstract = "Base-catalyzed reactions of beta-oxonitriles 1 with diethyl mercaptosuccinate favour heterocyclization to afford 2-alkylidene-4-oxothiazolidines 3, rather than 2-alkylidene-4-oxo-1,3-thiazinanes 4. The observed regioselectivity is based on spectroscopic and experimental evidence, including a single-crystal X-ray structure determination. (C) 2003 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof",
volume = "59",
number = "39",
pages = "7803-7810",
doi = "10.1016/S0040-4020(03)01146-3"
}
Marković, R., Baranac-Stojanović, M., Džambaski, Z., Stojanović, M.,& Steel, P.. (2003). High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 59(39), 7803-7810.
https://doi.org/10.1016/S0040-4020(03)01146-3
Marković R, Baranac-Stojanović M, Džambaski Z, Stojanović M, Steel P. High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof. in Tetrahedron. 2003;59(39):7803-7810.
doi:10.1016/S0040-4020(03)01146-3 .
Marković, R., Baranac-Stojanović, Marija, Džambaski, Z., Stojanović, Milovan, Steel, PJ, "High regioselectivity in the heterocyclization of beta-oxonitriles to 4-oxothiazolidines: X-ray structure proof" in Tetrahedron, 59, no. 39 (2003):7803-7810,
https://doi.org/10.1016/S0040-4020(03)01146-3 . .
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Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study

Marković, R.; Shirazi, A; Džambaski, Z.; Baranac-Stojanović, Marija; Minić, Dragica M.

(Serbian Chemical Soc, Belgrade, 2003)

TY  - JOUR
AU  - Marković, R.
AU  - Shirazi, A
AU  - Džambaski, Z.
AU  - Baranac-Stojanović, Marija
AU  - Minić, Dragica M.
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/535
AB  - Application of dynamic H-1-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alklidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these topical push-pull alkenes in CDCl3 consist of the intramolecularly H-bonded (E)-isomer and intermolecularly H-bonded (Z)-isomer in varying proportions which depend on the solvent polarity. For the representative of the series. (Z)-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone, a concentration effect on the degree of intermolecular hydrogen bonding in apolar CDCl3 has been studied.
AB  - Primenom dinamičke 1H-NMR spektroskopije došlo se do boljeg razumevanja o vrsti vodoničnih veza koje postoje u strukturno sličnim 5-supstituisanim 2-alkiliden-4-oksotiazolidinima u polarnim i apolarnim rastvaračima. Uravnotežene smese ovih tipičnih push-pull alkena u CDCl3 sadrže (E)-izomer vezan intramolekulskom vodoničnom vezom kao i intermolekulski vodoničnom vezom vezan (Z)-izomer u različitim odnosima, koji zavise od polarnosti rastvarača. U slučaju tipičnog predstavnika serije (Z)-2-(5-etoksikarbonilmetil-4-oksotiazolidin- 2-iliden)-1-feniletanona uticaj koncentracije na stepen stvaranja intermolekulske vodonične veze u apolarnom CDCl3 je takođe proučavan.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study
T1  - Vodonična veza u push-pull 5-supstituisanim 2-alkiliden-4-oksotiazolidinima: 1H-NMR spektroskopsko proučavanje
VL  - 68
IS  - 1
SP  - 1
EP  - 7
DO  - 10.2298/JSC0301001M
ER  - 
@article{
author = "Marković, R. and Shirazi, A and Džambaski, Z. and Baranac-Stojanović, Marija and Minić, Dragica M.",
year = "2003",
abstract = "Application of dynamic H-1-NMR spectroscopy added to the understanding of the hydrogen bonds existing in the structurally related 5-substituted-2-alklidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these topical push-pull alkenes in CDCl3 consist of the intramolecularly H-bonded (E)-isomer and intermolecularly H-bonded (Z)-isomer in varying proportions which depend on the solvent polarity. For the representative of the series. (Z)-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone, a concentration effect on the degree of intermolecular hydrogen bonding in apolar CDCl3 has been studied., Primenom dinamičke 1H-NMR spektroskopije došlo se do boljeg razumevanja o vrsti vodoničnih veza koje postoje u strukturno sličnim 5-supstituisanim 2-alkiliden-4-oksotiazolidinima u polarnim i apolarnim rastvaračima. Uravnotežene smese ovih tipičnih push-pull alkena u CDCl3 sadrže (E)-izomer vezan intramolekulskom vodoničnom vezom kao i intermolekulski vodoničnom vezom vezan (Z)-izomer u različitim odnosima, koji zavise od polarnosti rastvarača. U slučaju tipičnog predstavnika serije (Z)-2-(5-etoksikarbonilmetil-4-oksotiazolidin- 2-iliden)-1-feniletanona uticaj koncentracije na stepen stvaranja intermolekulske vodonične veze u apolarnom CDCl3 je takođe proučavan.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study, Vodonična veza u push-pull 5-supstituisanim 2-alkiliden-4-oksotiazolidinima: 1H-NMR spektroskopsko proučavanje",
volume = "68",
number = "1",
pages = "1-7",
doi = "10.2298/JSC0301001M"
}
Marković, R., Shirazi, A., Džambaski, Z., Baranac-Stojanović, M.,& Minić, D. M.. (2003). Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 68(1), 1-7.
https://doi.org/10.2298/JSC0301001M
Marković R, Shirazi A, Džambaski Z, Baranac-Stojanović M, Minić DM. Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study. in Journal of the Serbian Chemical Society. 2003;68(1):1-7.
doi:10.2298/JSC0301001M .
Marković, R., Shirazi, A, Džambaski, Z., Baranac-Stojanović, Marija, Minić, Dragica M., "Hydrogen bonding in push-pull 5-substituted-2-alkylidene-4-oxothiazolidines: H-1-NMR spectroscopic study" in Journal of the Serbian Chemical Society, 68, no. 1 (2003):1-7,
https://doi.org/10.2298/JSC0301001M . .
10
10
11
10

Regiospecificity in the heterocyclization of beta-oxonitriles to 5-substituted 4-oxothiazolidine derivatives

Marković, R.; Džambaski, Z.; Stojanović, Milovan; Steel, P; Baranac-Stojanović, Marija

(Serbian Chemical Soc, Belgrade, 2003)

TY  - JOUR
AU  - Marković, R.
AU  - Džambaski, Z.
AU  - Stojanović, Milovan
AU  - Steel, P
AU  - Baranac-Stojanović, Marija
PY  - 2003
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/556
AB  - A study on the regiospecificity of the base-catalyzed reaction of activated beta-oxonitriles 1 with diethyl mercaptosuccinate affording the title compounds 3 is reported. Other competitive heterocyclic products. that is 4-oxo-1.3-thiazinanes 4. derivatives of tetrahydrothiophene 5 and/or thiacyclohexane 6 which on the ggrounds of mechanistic considerations could be formed were not observed. Spectroscopic and experimental evidence. together with theoretical considerations. provides a reasonable explanation for the observed regiospecificity.
AB  - Proučavana je regiospecifičnost bazno-katalizovane reakcije aktiviranih β-oksonitrilado 1 sa dietil-estrom merkaptoćilibarne kiseline u kojoj se grade u naslovu navedena jedinjenja 3. Mogući heterociklični proizvodi 4-okso-1,3-tiazini 4, derivati tetrahidrotiofena 5 i/ili tijacikloheksana 6 koji mogu biti nagrađeni na osnovu mehanističkog razmatranja, nisu detektovani. Spektroskopski i eksperimentalni dokazi sa teorijskim obrazloženjem daju prihvatljivo objašnjenje za uočenu regiospecifičnost.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Regiospecificity in the heterocyclization of beta-oxonitriles to 5-substituted 4-oxothiazolidine derivatives
T1  - Regiospecifičnost u heterociklizaciji β-oksonitrilado 5-supstituisanih 4-oksotiazolidinskih derivata
VL  - 68
IS  - 4-5
SP  - 383
EP  - 390
DO  - 10.2298/JSC0305383M
ER  - 
@article{
author = "Marković, R. and Džambaski, Z. and Stojanović, Milovan and Steel, P and Baranac-Stojanović, Marija",
year = "2003",
abstract = "A study on the regiospecificity of the base-catalyzed reaction of activated beta-oxonitriles 1 with diethyl mercaptosuccinate affording the title compounds 3 is reported. Other competitive heterocyclic products. that is 4-oxo-1.3-thiazinanes 4. derivatives of tetrahydrothiophene 5 and/or thiacyclohexane 6 which on the ggrounds of mechanistic considerations could be formed were not observed. Spectroscopic and experimental evidence. together with theoretical considerations. provides a reasonable explanation for the observed regiospecificity., Proučavana je regiospecifičnost bazno-katalizovane reakcije aktiviranih β-oksonitrilado 1 sa dietil-estrom merkaptoćilibarne kiseline u kojoj se grade u naslovu navedena jedinjenja 3. Mogući heterociklični proizvodi 4-okso-1,3-tiazini 4, derivati tetrahidrotiofena 5 i/ili tijacikloheksana 6 koji mogu biti nagrađeni na osnovu mehanističkog razmatranja, nisu detektovani. Spektroskopski i eksperimentalni dokazi sa teorijskim obrazloženjem daju prihvatljivo objašnjenje za uočenu regiospecifičnost.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Regiospecificity in the heterocyclization of beta-oxonitriles to 5-substituted 4-oxothiazolidine derivatives, Regiospecifičnost u heterociklizaciji β-oksonitrilado 5-supstituisanih 4-oksotiazolidinskih derivata",
volume = "68",
number = "4-5",
pages = "383-390",
doi = "10.2298/JSC0305383M"
}
Marković, R., Džambaski, Z., Stojanović, M., Steel, P.,& Baranac-Stojanović, M.. (2003). Regiospecificity in the heterocyclization of beta-oxonitriles to 5-substituted 4-oxothiazolidine derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 68(4-5), 383-390.
https://doi.org/10.2298/JSC0305383M
Marković R, Džambaski Z, Stojanović M, Steel P, Baranac-Stojanović M. Regiospecificity in the heterocyclization of beta-oxonitriles to 5-substituted 4-oxothiazolidine derivatives. in Journal of the Serbian Chemical Society. 2003;68(4-5):383-390.
doi:10.2298/JSC0305383M .
Marković, R., Džambaski, Z., Stojanović, Milovan, Steel, P, Baranac-Stojanović, Marija, "Regiospecificity in the heterocyclization of beta-oxonitriles to 5-substituted 4-oxothiazolidine derivatives" in Journal of the Serbian Chemical Society, 68, no. 4-5 (2003):383-390,
https://doi.org/10.2298/JSC0305383M . .
1
2
2
1

Stereo- and regiocontrol of electrophile-initiated rearrangement of push-pull 5-substituted 4-oxothiazolidine derivatives

Marković, R.; Džambaski, Z.; Baranac-Stojanović, Marija

(Pergamon-Elsevier Science Ltd, Oxford, 2001)

TY  - JOUR
AU  - Marković, R.
AU  - Džambaski, Z.
AU  - Baranac-Stojanović, Marija
PY  - 2001
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/460
AB  - Regioselective a-bromination of (Z)-5-substituted-2-alkylidene-4-oxothiazolidine derivatives affords, under mild experimental conditions, vinyl bromides 3 in good yields. They undergo rearrangement providing a highly efficient route to the stereodefined 4-oxo-thiazolidine derivatives possessing two fully delocalized exocyclic double bonds at C(2) and C(5) positions. A mechanism of this novel rearrangement reaction via base-promoted proton transfer from one carbanionic site to another, followed by the bromination-dehydrobromination sequence, is proposed. (C) 2001 Elsevier Science Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Tetrahedron
T1  - Stereo- and regiocontrol of electrophile-initiated rearrangement of push-pull 5-substituted 4-oxothiazolidine derivatives
VL  - 57
IS  - 27
SP  - 5833
EP  - 5841
DO  - 10.1016/S0040-4020(01)00496-3
ER  - 
@article{
author = "Marković, R. and Džambaski, Z. and Baranac-Stojanović, Marija",
year = "2001",
abstract = "Regioselective a-bromination of (Z)-5-substituted-2-alkylidene-4-oxothiazolidine derivatives affords, under mild experimental conditions, vinyl bromides 3 in good yields. They undergo rearrangement providing a highly efficient route to the stereodefined 4-oxo-thiazolidine derivatives possessing two fully delocalized exocyclic double bonds at C(2) and C(5) positions. A mechanism of this novel rearrangement reaction via base-promoted proton transfer from one carbanionic site to another, followed by the bromination-dehydrobromination sequence, is proposed. (C) 2001 Elsevier Science Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Stereo- and regiocontrol of electrophile-initiated rearrangement of push-pull 5-substituted 4-oxothiazolidine derivatives",
volume = "57",
number = "27",
pages = "5833-5841",
doi = "10.1016/S0040-4020(01)00496-3"
}
Marković, R., Džambaski, Z.,& Baranac-Stojanović, M.. (2001). Stereo- and regiocontrol of electrophile-initiated rearrangement of push-pull 5-substituted 4-oxothiazolidine derivatives. in Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 57(27), 5833-5841.
https://doi.org/10.1016/S0040-4020(01)00496-3
Marković R, Džambaski Z, Baranac-Stojanović M. Stereo- and regiocontrol of electrophile-initiated rearrangement of push-pull 5-substituted 4-oxothiazolidine derivatives. in Tetrahedron. 2001;57(27):5833-5841.
doi:10.1016/S0040-4020(01)00496-3 .
Marković, R., Džambaski, Z., Baranac-Stojanović, Marija, "Stereo- and regiocontrol of electrophile-initiated rearrangement of push-pull 5-substituted 4-oxothiazolidine derivatives" in Tetrahedron, 57, no. 27 (2001):5833-5841,
https://doi.org/10.1016/S0040-4020(01)00496-3 . .
27
35
35
27