Rančić, Milica

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orcid::0000-0002-3135-654X
  • Rančić, Milica (11)

Author's Bibliography

Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push–pull electronic systems: Experimental and quantum chemical study

Stojiljković, Ivana N.; Rančić, Milica; Marinković, Aleksandar; Cvijetić, Ilija; Milčić, Miloš K.

(Elsevier, 2021)

TY  - JOUR
AU  - Stojiljković, Ivana N.
AU  - Rančić, Milica
AU  - Marinković, Aleksandar
AU  - Cvijetić, Ilija
AU  - Milčić, Miloš K.
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S1386142521001529
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4420
AB  - Electronic interactions in donor-π-linker-acceptor systems with barbituric acid as an electron acceptor and possible electron donor were investigated to screen promising candidates with a push–pull character based on experimental and quantum chemical studies. The tautomeric properties of 5-benzylidenebarbituric acid derivatives were studied with NMR spectra, spectrophotometric determination of the pKa values, and quantum chemical calculations. Linear solvation energy relationships (LSER) and linear free energy relationships (LFER) were applied to the spectral data - UV frequencies and 13C NMR chemical shifts. The experimental studies of the nature of the ground and excited state of investigated compounds were successfully interpreted using a computational chemistry approach including ab initio MP2 geometry optimization and time-dependent DFT calculations of excited states. Quantification of the push–pull character of barbituric acid derivatives was performed by the 13CNMR chemical shift differences, Mayer π bond order analysis, hole-electron distribution analysis, and calculations of intramolecular charge transfer (ICT) indices. The results obtained show, that when coupled with a strong electron-donor, barbituric acid can act as the electron-acceptor in push–pull systems, and when coupled with a strong electron-acceptor, barbituric acid can act as the weak electron-donor.
PB  - Elsevier
T2  - Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
T2  - Spectrochimica Acta Part A: Molecular and Biomolecular SpectroscopySpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
T1  - Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push–pull electronic systems: Experimental and quantum chemical study
VL  - 253
SP  - 119576
DO  - 10.1016/j.saa.2021.119576
ER  - 
@article{
author = "Stojiljković, Ivana N. and Rančić, Milica and Marinković, Aleksandar and Cvijetić, Ilija and Milčić, Miloš K.",
year = "2021",
abstract = "Electronic interactions in donor-π-linker-acceptor systems with barbituric acid as an electron acceptor and possible electron donor were investigated to screen promising candidates with a push–pull character based on experimental and quantum chemical studies. The tautomeric properties of 5-benzylidenebarbituric acid derivatives were studied with NMR spectra, spectrophotometric determination of the pKa values, and quantum chemical calculations. Linear solvation energy relationships (LSER) and linear free energy relationships (LFER) were applied to the spectral data - UV frequencies and 13C NMR chemical shifts. The experimental studies of the nature of the ground and excited state of investigated compounds were successfully interpreted using a computational chemistry approach including ab initio MP2 geometry optimization and time-dependent DFT calculations of excited states. Quantification of the push–pull character of barbituric acid derivatives was performed by the 13CNMR chemical shift differences, Mayer π bond order analysis, hole-electron distribution analysis, and calculations of intramolecular charge transfer (ICT) indices. The results obtained show, that when coupled with a strong electron-donor, barbituric acid can act as the electron-acceptor in push–pull systems, and when coupled with a strong electron-acceptor, barbituric acid can act as the weak electron-donor.",
publisher = "Elsevier",
journal = "Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Spectrochimica Acta Part A: Molecular and Biomolecular SpectroscopySpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy",
title = "Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push–pull electronic systems: Experimental and quantum chemical study",
volume = "253",
pages = "119576",
doi = "10.1016/j.saa.2021.119576"
}
Stojiljković, I. N., Rančić, M., Marinković, A., Cvijetić, I.,& Milčić, M. K.. (2021). Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push–pull electronic systems: Experimental and quantum chemical study. in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
Elsevier., 253, 119576.
https://doi.org/10.1016/j.saa.2021.119576
Stojiljković IN, Rančić M, Marinković A, Cvijetić I, Milčić MK. Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push–pull electronic systems: Experimental and quantum chemical study. in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2021;253:119576.
doi:10.1016/j.saa.2021.119576 .
Stojiljković, Ivana N., Rančić, Milica, Marinković, Aleksandar, Cvijetić, Ilija, Milčić, Miloš K., "Assessing the potential of para-donor and para-acceptor substituted 5-benzylidenebarbituric acid derivatives as push–pull electronic systems: Experimental and quantum chemical study" in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 253 (2021):119576,
https://doi.org/10.1016/j.saa.2021.119576 . .
1
1
1

Supplementary data for the article: Stojiljković, I. N.; Rančić, M. P.; Marinković, A. D.; Cvijetić, I. N.; Milčić, M. K. Assessing the Potential of Para-Donor and Para-Acceptor Substituted 5-Benzylidenebarbituric Acid Derivatives as Push–Pull Electronic Systems: Experimental and Quantum Chemical Study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 253, 119576. https://doi.org/10.1016/j.saa.2021.119576.

Stojiljković, Ivana N.; Rančić, Milica; Marinković, Aleksandar; Cvijetić, Ilija; Milčić, Miloš K.

(Elsevier, 2021)

TY  - DATA
AU  - Stojiljković, Ivana N.
AU  - Rančić, Milica
AU  - Marinković, Aleksandar
AU  - Cvijetić, Ilija
AU  - Milčić, Miloš K.
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S1386142521001529
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4421
PB  - Elsevier
T2  - Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
T2  - Spectrochimica Acta Part A: Molecular and Biomolecular SpectroscopySpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
T1  - Supplementary data for the article: Stojiljković, I. N.; Rančić, M. P.; Marinković, A. D.; Cvijetić, I. N.; Milčić, M. K. Assessing the Potential of Para-Donor and Para-Acceptor Substituted 5-Benzylidenebarbituric Acid Derivatives as Push–Pull Electronic Systems: Experimental and Quantum Chemical Study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 253, 119576. https://doi.org/10.1016/j.saa.2021.119576.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4421
ER  - 
@misc{
author = "Stojiljković, Ivana N. and Rančić, Milica and Marinković, Aleksandar and Cvijetić, Ilija and Milčić, Miloš K.",
year = "2021",
publisher = "Elsevier",
journal = "Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Spectrochimica Acta Part A: Molecular and Biomolecular SpectroscopySpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy",
title = "Supplementary data for the article: Stojiljković, I. N.; Rančić, M. P.; Marinković, A. D.; Cvijetić, I. N.; Milčić, M. K. Assessing the Potential of Para-Donor and Para-Acceptor Substituted 5-Benzylidenebarbituric Acid Derivatives as Push–Pull Electronic Systems: Experimental and Quantum Chemical Study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 253, 119576. https://doi.org/10.1016/j.saa.2021.119576.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4421"
}
Stojiljković, I. N., Rančić, M., Marinković, A., Cvijetić, I.,& Milčić, M. K.. (2021). Supplementary data for the article: Stojiljković, I. N.; Rančić, M. P.; Marinković, A. D.; Cvijetić, I. N.; Milčić, M. K. Assessing the Potential of Para-Donor and Para-Acceptor Substituted 5-Benzylidenebarbituric Acid Derivatives as Push–Pull Electronic Systems: Experimental and Quantum Chemical Study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 253, 119576. https://doi.org/10.1016/j.saa.2021.119576.. in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4421
Stojiljković IN, Rančić M, Marinković A, Cvijetić I, Milčić MK. Supplementary data for the article: Stojiljković, I. N.; Rančić, M. P.; Marinković, A. D.; Cvijetić, I. N.; Milčić, M. K. Assessing the Potential of Para-Donor and Para-Acceptor Substituted 5-Benzylidenebarbituric Acid Derivatives as Push–Pull Electronic Systems: Experimental and Quantum Chemical Study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 253, 119576. https://doi.org/10.1016/j.saa.2021.119576.. in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4421 .
Stojiljković, Ivana N., Rančić, Milica, Marinković, Aleksandar, Cvijetić, Ilija, Milčić, Miloš K., "Supplementary data for the article: Stojiljković, I. N.; Rančić, M. P.; Marinković, A. D.; Cvijetić, I. N.; Milčić, M. K. Assessing the Potential of Para-Donor and Para-Acceptor Substituted 5-Benzylidenebarbituric Acid Derivatives as Push–Pull Electronic Systems: Experimental and Quantum Chemical Study. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2021, 253, 119576. https://doi.org/10.1016/j.saa.2021.119576." in Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4421 .

New Eco-Friendly Xanthate-Based Flotation Agents

Milosavljević, Milutin M.; Marinković, Aleksandar; Rančić, Milica; Milentijević, Goran; Bogdanović, Aleksandra; Cvijetić, Ilija; Gurešić, Dejan

(MDPI, 2020)

TY  - JOUR
AU  - Milosavljević, Milutin M.
AU  - Marinković, Aleksandar
AU  - Rančić, Milica
AU  - Milentijević, Goran
AU  - Bogdanović, Aleksandra
AU  - Cvijetić, Ilija
AU  - Gurešić, Dejan
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5201
AB  - An optimal laboratory two-step procedure was developed for sodium/potassium O-alkyl
carbonodithioate (sodium/potassium alkyl xanthates) production in the form of aqueous solutions.
Sodium isopropyl xanthate (Na-iPrX), as the most effective salt in a real ore flotation process, was
also produced at an industrial level and introduced as a collector for copper ores. In order to reduce
toxicity of the flotation process and improve sustainability by minimising environmental impacts,
collector efficiency and selectivity in the flotation process were studied in relation to possible synergism
of xanthates combined with the derived biomass and biodegradable green reagents levulinic acid,
5-hydroxymethyl-2-furanacrylic acid (HMFA), and condensation product of hydroxymethylfurfural
and levulinic acid. Optimal content of 30% of HMFA in the collector pointed to the possibility of
substitution of commercial xanthate collector without significantly affecting its efficiency/selectivity.
The density functional theory (DFT) calculations provided insights into the interaction mechanism
of Na-iPrX and HMFA with cooper. The benefits of the presented method highlight production
simplicity, mild reaction conditions, high purity and yield of products, no by-products, and
technological applicability on an industrial scale.
PB  - MDPI
T2  - Мinerals
T1  - New Eco-Friendly Xanthate-Based Flotation Agents
VL  - 10
SP  - 350
DO  - 10.3390/min10040350
ER  - 
@article{
author = "Milosavljević, Milutin M. and Marinković, Aleksandar and Rančić, Milica and Milentijević, Goran and Bogdanović, Aleksandra and Cvijetić, Ilija and Gurešić, Dejan",
year = "2020",
abstract = "An optimal laboratory two-step procedure was developed for sodium/potassium O-alkyl
carbonodithioate (sodium/potassium alkyl xanthates) production in the form of aqueous solutions.
Sodium isopropyl xanthate (Na-iPrX), as the most effective salt in a real ore flotation process, was
also produced at an industrial level and introduced as a collector for copper ores. In order to reduce
toxicity of the flotation process and improve sustainability by minimising environmental impacts,
collector efficiency and selectivity in the flotation process were studied in relation to possible synergism
of xanthates combined with the derived biomass and biodegradable green reagents levulinic acid,
5-hydroxymethyl-2-furanacrylic acid (HMFA), and condensation product of hydroxymethylfurfural
and levulinic acid. Optimal content of 30% of HMFA in the collector pointed to the possibility of
substitution of commercial xanthate collector without significantly affecting its efficiency/selectivity.
The density functional theory (DFT) calculations provided insights into the interaction mechanism
of Na-iPrX and HMFA with cooper. The benefits of the presented method highlight production
simplicity, mild reaction conditions, high purity and yield of products, no by-products, and
technological applicability on an industrial scale.",
publisher = "MDPI",
journal = "Мinerals",
title = "New Eco-Friendly Xanthate-Based Flotation Agents",
volume = "10",
pages = "350",
doi = "10.3390/min10040350"
}
Milosavljević, M. M., Marinković, A., Rančić, M., Milentijević, G., Bogdanović, A., Cvijetić, I.,& Gurešić, D.. (2020). New Eco-Friendly Xanthate-Based Flotation Agents. in Мinerals
MDPI., 10, 350.
https://doi.org/10.3390/min10040350
Milosavljević MM, Marinković A, Rančić M, Milentijević G, Bogdanović A, Cvijetić I, Gurešić D. New Eco-Friendly Xanthate-Based Flotation Agents. in Мinerals. 2020;10:350.
doi:10.3390/min10040350 .
Milosavljević, Milutin M., Marinković, Aleksandar, Rančić, Milica, Milentijević, Goran, Bogdanović, Aleksandra, Cvijetić, Ilija, Gurešić, Dejan, "New Eco-Friendly Xanthate-Based Flotation Agents" in Мinerals, 10 (2020):350,
https://doi.org/10.3390/min10040350 . .
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Supplementary material for the article: Rančić, M. P.; Stojiljković, I.; Milošević, M.; Prlainović, N.; Jovanović, M.; Milčić, M. K.; Marinković, A. D. Solvent and Substituent Effect on Intramolecular Charge Transfer in 5-Arylidene-3-Substituted-2,4-Thiazolidinediones: Experimental and Theoretical Study, 2016. https://doi.org/10.1016/j.arabjc.2016.12.013

Rančić, Milica; Stojiljković, Ivana N.; Milošević, Milena D.; Prlainović, Nevena Z.; Jovanović, Maja; Milčić, Miloš K.; Marinković, Aleksandar

(2016)

TY  - DATA
AU  - Rančić, Milica
AU  - Stojiljković, Ivana N.
AU  - Milošević, Milena D.
AU  - Prlainović, Nevena Z.
AU  - Jovanović, Maja
AU  - Milčić, Miloš K.
AU  - Marinković, Aleksandar
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3613
T2  - Arabian Journal of Chemistry
T1  - Supplementary material for the article: Rančić, M. P.; Stojiljković, I.; Milošević, M.; Prlainović, N.; Jovanović, M.; Milčić, M. K.; Marinković, A. D. Solvent and Substituent Effect on Intramolecular Charge Transfer in 5-Arylidene-3-Substituted-2,4-Thiazolidinediones: Experimental and Theoretical Study, 2016. https://doi.org/10.1016/j.arabjc.2016.12.013
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3613
ER  - 
@misc{
author = "Rančić, Milica and Stojiljković, Ivana N. and Milošević, Milena D. and Prlainović, Nevena Z. and Jovanović, Maja and Milčić, Miloš K. and Marinković, Aleksandar",
year = "2016",
journal = "Arabian Journal of Chemistry",
title = "Supplementary material for the article: Rančić, M. P.; Stojiljković, I.; Milošević, M.; Prlainović, N.; Jovanović, M.; Milčić, M. K.; Marinković, A. D. Solvent and Substituent Effect on Intramolecular Charge Transfer in 5-Arylidene-3-Substituted-2,4-Thiazolidinediones: Experimental and Theoretical Study, 2016. https://doi.org/10.1016/j.arabjc.2016.12.013",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3613"
}
Rančić, M., Stojiljković, I. N., Milošević, M. D., Prlainović, N. Z., Jovanović, M., Milčić, M. K.,& Marinković, A.. (2016). Supplementary material for the article: Rančić, M. P.; Stojiljković, I.; Milošević, M.; Prlainović, N.; Jovanović, M.; Milčić, M. K.; Marinković, A. D. Solvent and Substituent Effect on Intramolecular Charge Transfer in 5-Arylidene-3-Substituted-2,4-Thiazolidinediones: Experimental and Theoretical Study, 2016. https://doi.org/10.1016/j.arabjc.2016.12.013. in Arabian Journal of Chemistry.
https://hdl.handle.net/21.15107/rcub_cherry_3613
Rančić M, Stojiljković IN, Milošević MD, Prlainović NZ, Jovanović M, Milčić MK, Marinković A. Supplementary material for the article: Rančić, M. P.; Stojiljković, I.; Milošević, M.; Prlainović, N.; Jovanović, M.; Milčić, M. K.; Marinković, A. D. Solvent and Substituent Effect on Intramolecular Charge Transfer in 5-Arylidene-3-Substituted-2,4-Thiazolidinediones: Experimental and Theoretical Study, 2016. https://doi.org/10.1016/j.arabjc.2016.12.013. in Arabian Journal of Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3613 .
Rančić, Milica, Stojiljković, Ivana N., Milošević, Milena D., Prlainović, Nevena Z., Jovanović, Maja, Milčić, Miloš K., Marinković, Aleksandar, "Supplementary material for the article: Rančić, M. P.; Stojiljković, I.; Milošević, M.; Prlainović, N.; Jovanović, M.; Milčić, M. K.; Marinković, A. D. Solvent and Substituent Effect on Intramolecular Charge Transfer in 5-Arylidene-3-Substituted-2,4-Thiazolidinediones: Experimental and Theoretical Study, 2016. https://doi.org/10.1016/j.arabjc.2016.12.013" in Arabian Journal of Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3613 .

Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study

Rančić, Milica; Stojiljković, Ivana N.; Milošević, Milena D.; Prlainović, Nevena Z.; Jovanović, Maja; Milčić, Miloš K.; Marinković, Aleksandar

(2016)

TY  - JOUR
AU  - Rančić, Milica
AU  - Stojiljković, Ivana N.
AU  - Milošević, Milena D.
AU  - Prlainović, Nevena Z.
AU  - Jovanović, Maja
AU  - Milčić, Miloš K.
AU  - Marinković, Aleksandar
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/305
AB  - The substituent and solvent effect on intramolecular charge transfer (ICT) in 5-arylidene-3-methyl-2,4-thiazolidinediones (series 1) and 5-arylidene-3-phenyl-2,4-thiazolidinediones (series 2) was studied by using experimental and theoretical methodology. The effect of specific and non-specific solvent-solute interactions on the UV-vis absorption maxima shifts was evaluated by using the Kamlet-Taft and Catalán solvent parameter sets. Linear free energy relationships (LFERs) have been applied to the UV-vis and 13C NMR data by using SSP (single substituent parameter) and DSP (dual substituent parameters). Comparative LFER analysis of 10 styrenic series was performed in order to distinguish contribution of structural and electronic substituent effect on extent of π-polarization in a side chain (vinyl) group. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2 and time-dependent density functional (TD-DFT) methods. TD-DFT calculations are performed to quantify the efficiency of intramolecular charge transfer (ICT) allowing us to define the charge-transfer distance (DCT), amount of transferred charge (QCT), and difference of dipole moments between the ground and excited states (μCT). It was found that both substituents and solvents influence electron density shift, i.e. extent of conjugation, and affect intramolecular charge transfer character in the course of excitation. © 2016 The Authors.
T2  - Arabian Journal of Chemistry
T1  - Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study
DO  - 10.1016/j.arabjc.2016.12.013
ER  - 
@article{
author = "Rančić, Milica and Stojiljković, Ivana N. and Milošević, Milena D. and Prlainović, Nevena Z. and Jovanović, Maja and Milčić, Miloš K. and Marinković, Aleksandar",
year = "2016",
abstract = "The substituent and solvent effect on intramolecular charge transfer (ICT) in 5-arylidene-3-methyl-2,4-thiazolidinediones (series 1) and 5-arylidene-3-phenyl-2,4-thiazolidinediones (series 2) was studied by using experimental and theoretical methodology. The effect of specific and non-specific solvent-solute interactions on the UV-vis absorption maxima shifts was evaluated by using the Kamlet-Taft and Catalán solvent parameter sets. Linear free energy relationships (LFERs) have been applied to the UV-vis and 13C NMR data by using SSP (single substituent parameter) and DSP (dual substituent parameters). Comparative LFER analysis of 10 styrenic series was performed in order to distinguish contribution of structural and electronic substituent effect on extent of π-polarization in a side chain (vinyl) group. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2 and time-dependent density functional (TD-DFT) methods. TD-DFT calculations are performed to quantify the efficiency of intramolecular charge transfer (ICT) allowing us to define the charge-transfer distance (DCT), amount of transferred charge (QCT), and difference of dipole moments between the ground and excited states (μCT). It was found that both substituents and solvents influence electron density shift, i.e. extent of conjugation, and affect intramolecular charge transfer character in the course of excitation. © 2016 The Authors.",
journal = "Arabian Journal of Chemistry",
title = "Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study",
doi = "10.1016/j.arabjc.2016.12.013"
}
Rančić, M., Stojiljković, I. N., Milošević, M. D., Prlainović, N. Z., Jovanović, M., Milčić, M. K.,& Marinković, A.. (2016). Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study. in Arabian Journal of Chemistry.
https://doi.org/10.1016/j.arabjc.2016.12.013
Rančić M, Stojiljković IN, Milošević MD, Prlainović NZ, Jovanović M, Milčić MK, Marinković A. Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study. in Arabian Journal of Chemistry. 2016;.
doi:10.1016/j.arabjc.2016.12.013 .
Rančić, Milica, Stojiljković, Ivana N., Milošević, Milena D., Prlainović, Nevena Z., Jovanović, Maja, Milčić, Miloš K., Marinković, Aleksandar, "Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study" in Arabian Journal of Chemistry (2016),
https://doi.org/10.1016/j.arabjc.2016.12.013 . .
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N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes

Krstić, Milena; Sovilj, Sofija P.; Borozan, Sunčica; Rančić, Milica; Poljarević, Jelena; Grgurić-Šipka, Sanja

(Assoc Chemical Engineers Serbia, Belgrade, 2016)

TY  - JOUR
AU  - Krstić, Milena
AU  - Sovilj, Sofija P.
AU  - Borozan, Sunčica
AU  - Rančić, Milica
AU  - Poljarević, Jelena
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2351
AB  - Phenothiazines are a large group of heterocyclic, aromatic molecules with nitrogen and sulphur between two benzene rings. Their derivatives, N-alkylphenothiazines have substituent on heterocyclic nitrogen atom which gives them different properties. Also, a series of these molecules have substitution on carbon atom at place 2 of phenothiazine benzene ring. Alkylphenothiazines contain aminoalkyl substituent and their alkyl, acyl and sulphonil derivatives, as well as monocyclic and bicyclic heterocycles attached at thiazine nitrogen atom or directly linked to benzene ring. The N-alkylphenothiazines have been known as antipsychotic drugs, but they also possess antibacterial, antifungal, anticancer activity, and ability to react with macromolecules and to coordinate to the metals. Metal complexes with N-alkylphenothiazines are biological active compounds with different antimicrobial activities and cytotoxic effect against tumor cell lines. The large field of application of N-alkylphenothiazines is very attractive in terms of synthesis of new related derivatives, metal complexes, studying their properties and applications. This article presents a review of the literature and a contemporary view at N-alkylphenothiazines - their synthesis and application, as well as their metal complexes which have promising biological effects.
PB  - Assoc Chemical Engineers Serbia, Belgrade
T2  - Hemijska industrija
T1  - N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes
VL  - 70
IS  - 4
SP  - 461
EP  - 471
DO  - 10.2298/HEMIND150331052K
ER  - 
@article{
author = "Krstić, Milena and Sovilj, Sofija P. and Borozan, Sunčica and Rančić, Milica and Poljarević, Jelena and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "Phenothiazines are a large group of heterocyclic, aromatic molecules with nitrogen and sulphur between two benzene rings. Their derivatives, N-alkylphenothiazines have substituent on heterocyclic nitrogen atom which gives them different properties. Also, a series of these molecules have substitution on carbon atom at place 2 of phenothiazine benzene ring. Alkylphenothiazines contain aminoalkyl substituent and their alkyl, acyl and sulphonil derivatives, as well as monocyclic and bicyclic heterocycles attached at thiazine nitrogen atom or directly linked to benzene ring. The N-alkylphenothiazines have been known as antipsychotic drugs, but they also possess antibacterial, antifungal, anticancer activity, and ability to react with macromolecules and to coordinate to the metals. Metal complexes with N-alkylphenothiazines are biological active compounds with different antimicrobial activities and cytotoxic effect against tumor cell lines. The large field of application of N-alkylphenothiazines is very attractive in terms of synthesis of new related derivatives, metal complexes, studying their properties and applications. This article presents a review of the literature and a contemporary view at N-alkylphenothiazines - their synthesis and application, as well as their metal complexes which have promising biological effects.",
publisher = "Assoc Chemical Engineers Serbia, Belgrade",
journal = "Hemijska industrija",
title = "N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes",
volume = "70",
number = "4",
pages = "461-471",
doi = "10.2298/HEMIND150331052K"
}
Krstić, M., Sovilj, S. P., Borozan, S., Rančić, M., Poljarević, J.,& Grgurić-Šipka, S.. (2016). N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes. in Hemijska industrija
Assoc Chemical Engineers Serbia, Belgrade., 70(4), 461-471.
https://doi.org/10.2298/HEMIND150331052K
Krstić M, Sovilj SP, Borozan S, Rančić M, Poljarević J, Grgurić-Šipka S. N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes. in Hemijska industrija. 2016;70(4):461-471.
doi:10.2298/HEMIND150331052K .
Krstić, Milena, Sovilj, Sofija P., Borozan, Sunčica, Rančić, Milica, Poljarević, Jelena, Grgurić-Šipka, Sanja, "N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes" in Hemijska industrija, 70, no. 4 (2016):461-471,
https://doi.org/10.2298/HEMIND150331052K . .
1
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Supplementary data for article: Ajaj, I.; Markovski, J.; Rančić, M.; Mijin, D.; Milčić, M.; Jovanović, M.; Marinković, A. Solvent and Structural Effects in Tautomeric 2(6)-Hydroxy-4-Methyl-6(2)-Oxo-1-(Substituted Phenyl)-1,2(1,6)-Dihydropyridine-3-Carbonitriles: UV, NMR and Quantum Chemical Study. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2015, 150, 575–585. https://doi.org/10.1016/j.saa.2015.05.055

Ajaj, Ismail A.; Markovski, Jasmina; Rančić, Milica; Mijin, Dušan; Milčić, Miloš K.; Jovanović, Maja; Marinković, Aleksandar

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - DATA
AU  - Ajaj, Ismail A.
AU  - Markovski, Jasmina
AU  - Rančić, Milica
AU  - Mijin, Dušan
AU  - Milčić, Miloš K.
AU  - Jovanović, Maja
AU  - Marinković, Aleksandar
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3421
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Supplementary data for article: Ajaj, I.; Markovski, J.; Rančić, M.; Mijin, D.; Milčić, M.; Jovanović, M.; Marinković, A. Solvent and Structural Effects in Tautomeric 2(6)-Hydroxy-4-Methyl-6(2)-Oxo-1-(Substituted Phenyl)-1,2(1,6)-Dihydropyridine-3-Carbonitriles: UV, NMR and Quantum Chemical Study. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2015, 150, 575–585. https://doi.org/10.1016/j.saa.2015.05.055
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3421
ER  - 
@misc{
author = "Ajaj, Ismail A. and Markovski, Jasmina and Rančić, Milica and Mijin, Dušan and Milčić, Miloš K. and Jovanović, Maja and Marinković, Aleksandar",
year = "2015",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Supplementary data for article: Ajaj, I.; Markovski, J.; Rančić, M.; Mijin, D.; Milčić, M.; Jovanović, M.; Marinković, A. Solvent and Structural Effects in Tautomeric 2(6)-Hydroxy-4-Methyl-6(2)-Oxo-1-(Substituted Phenyl)-1,2(1,6)-Dihydropyridine-3-Carbonitriles: UV, NMR and Quantum Chemical Study. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2015, 150, 575–585. https://doi.org/10.1016/j.saa.2015.05.055",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3421"
}
Ajaj, I. A., Markovski, J., Rančić, M., Mijin, D., Milčić, M. K., Jovanović, M.,& Marinković, A.. (2015). Supplementary data for article: Ajaj, I.; Markovski, J.; Rančić, M.; Mijin, D.; Milčić, M.; Jovanović, M.; Marinković, A. Solvent and Structural Effects in Tautomeric 2(6)-Hydroxy-4-Methyl-6(2)-Oxo-1-(Substituted Phenyl)-1,2(1,6)-Dihydropyridine-3-Carbonitriles: UV, NMR and Quantum Chemical Study. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2015, 150, 575–585. https://doi.org/10.1016/j.saa.2015.05.055. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3421
Ajaj IA, Markovski J, Rančić M, Mijin D, Milčić MK, Jovanović M, Marinković A. Supplementary data for article: Ajaj, I.; Markovski, J.; Rančić, M.; Mijin, D.; Milčić, M.; Jovanović, M.; Marinković, A. Solvent and Structural Effects in Tautomeric 2(6)-Hydroxy-4-Methyl-6(2)-Oxo-1-(Substituted Phenyl)-1,2(1,6)-Dihydropyridine-3-Carbonitriles: UV, NMR and Quantum Chemical Study. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2015, 150, 575–585. https://doi.org/10.1016/j.saa.2015.05.055. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3421 .
Ajaj, Ismail A., Markovski, Jasmina, Rančić, Milica, Mijin, Dušan, Milčić, Miloš K., Jovanović, Maja, Marinković, Aleksandar, "Supplementary data for article: Ajaj, I.; Markovski, J.; Rančić, M.; Mijin, D.; Milčić, M.; Jovanović, M.; Marinković, A. Solvent and Structural Effects in Tautomeric 2(6)-Hydroxy-4-Methyl-6(2)-Oxo-1-(Substituted Phenyl)-1,2(1,6)-Dihydropyridine-3-Carbonitriles: UV, NMR and Quantum Chemical Study. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2015, 150, 575–585. https://doi.org/10.1016/j.saa.2015.05.055" in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3421 .

Solvent and structural effects in tautomeric 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles: UV, NMR and quantum chemical study

Ajaj, Ismail A.; Markovski, Jasmina; Rančić, Milica; Mijin, Dušan; Milčić, Miloš K.; Jovanović, Maja; Marinković, Aleksandar

(Pergamon-Elsevier Science Ltd, Oxford, 2015)

TY  - JOUR
AU  - Ajaj, Ismail A.
AU  - Markovski, Jasmina
AU  - Rančić, Milica
AU  - Mijin, Dušan
AU  - Milčić, Miloš K.
AU  - Jovanović, Maja
AU  - Marinković, Aleksandar
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1971
AB  - The state of the tautomeric equilibria of 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles, 2-PY/6-PY, was evaluated using experimental and theoretical methodology. The experimental data were interpreted with the aid of time-dependent density functional (TD-DFT) method. Electron charge density was obtained by the use of Quantum Theory of Atoms in Molecules, i.e. Bader's analysis. Linear solvation energy relationships (LSER) rationalized solvent influence on tautomeric equilibrium. Linear free energy relationships (LFERs) were applied to the substituent-induced NMR chemical shifts (SCS) using SSP (single substituent parameter) and DSP (dual substituent parameter) model. Theoretical calculations and obtained correlations gave insight into the influence of molecular conformation on the transmission of substituent electronic effects, as well as on different solvent solute interactions, and the state of tautomeric equilibrium.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Solvent and structural effects in tautomeric 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles: UV, NMR and quantum chemical study
VL  - 150
SP  - 575
EP  - 585
DO  - 10.1016/j.saa.2015.05.055
ER  - 
@article{
author = "Ajaj, Ismail A. and Markovski, Jasmina and Rančić, Milica and Mijin, Dušan and Milčić, Miloš K. and Jovanović, Maja and Marinković, Aleksandar",
year = "2015",
abstract = "The state of the tautomeric equilibria of 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles, 2-PY/6-PY, was evaluated using experimental and theoretical methodology. The experimental data were interpreted with the aid of time-dependent density functional (TD-DFT) method. Electron charge density was obtained by the use of Quantum Theory of Atoms in Molecules, i.e. Bader's analysis. Linear solvation energy relationships (LSER) rationalized solvent influence on tautomeric equilibrium. Linear free energy relationships (LFERs) were applied to the substituent-induced NMR chemical shifts (SCS) using SSP (single substituent parameter) and DSP (dual substituent parameter) model. Theoretical calculations and obtained correlations gave insight into the influence of molecular conformation on the transmission of substituent electronic effects, as well as on different solvent solute interactions, and the state of tautomeric equilibrium.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Solvent and structural effects in tautomeric 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles: UV, NMR and quantum chemical study",
volume = "150",
pages = "575-585",
doi = "10.1016/j.saa.2015.05.055"
}
Ajaj, I. A., Markovski, J., Rančić, M., Mijin, D., Milčić, M. K., Jovanović, M.,& Marinković, A.. (2015). Solvent and structural effects in tautomeric 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles: UV, NMR and quantum chemical study. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford., 150, 575-585.
https://doi.org/10.1016/j.saa.2015.05.055
Ajaj IA, Markovski J, Rančić M, Mijin D, Milčić MK, Jovanović M, Marinković A. Solvent and structural effects in tautomeric 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles: UV, NMR and quantum chemical study. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2015;150:575-585.
doi:10.1016/j.saa.2015.05.055 .
Ajaj, Ismail A., Markovski, Jasmina, Rančić, Milica, Mijin, Dušan, Milčić, Miloš K., Jovanović, Maja, Marinković, Aleksandar, "Solvent and structural effects in tautomeric 2(6)-hydroxy-4-methyl-6(2)-oxo-1-(substituted phenyl)-1,2(1,6)-dihydropyridine-3-carbonitriles: UV, NMR and quantum chemical study" in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 150 (2015):575-585,
https://doi.org/10.1016/j.saa.2015.05.055 . .
3
3
5
3

Linear Free-Energy Relationships Applied to the C-13 NMR Chemical Shifts in 4-Substituted N-[1-(Pyridine-3-and-4-yl)ethylidene]anilines

Rančić, Milica; Trišović, Nemanja P.; Milčić, Miloš K.; Jovanović, Maja; Jovanovic, Bratislav; Marinković, Aleksandar

(Wiley-Blackwell, Hoboken, 2014)

TY  - JOUR
AU  - Rančić, Milica
AU  - Trišović, Nemanja P.
AU  - Milčić, Miloš K.
AU  - Jovanović, Maja
AU  - Jovanovic, Bratislav
AU  - Marinković, Aleksandar
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1857
AB  - Two series of 4-substituted N-[1-(pyridine-3- and -4-yl)ethylidene]anilines have been synthesized using different methods of conventional and microwave-assisted synthesis, and linear free-energy relationships have been applied to the C-13 NMR chemical shifts of the carbon atoms of interest. The substituent-induced chemical shifts have been analyzed using single substituent parameter and dual substituent parameter methods. The presented correlations describe satisfactorily the field and resonance substituent effects having similar contributions for C1 and the azomethine carbon, with exception of the carbon atom in para position to the substituent X. In both series, negative values have been found for C1 atom (reverse substituent effect). Quantum chemical calculations of the optimized geometries at MP2/6-31G++(d,p) level, together with C-13 NMR chemical shifts, give a better insight into the influence of the molecular conformation on the transmission of electronic substituent effects. The comparison of correlation results for different series of imines with phenyl, 4-nitrophenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl group attached at the azomethine carbon with the results for 4-substituted N-[1-(pyridine-3- and -4-yl)ethylidene]anilines for the same substituent set (X) indicates that a combination of the influences of electronic effects of the substituent X and the (1)-unit can be described as a sensitive balance of different resonance structures.
PB  - Wiley-Blackwell, Hoboken
T2  - Journal of Heterocyclic Chemistry
T1  - Linear Free-Energy Relationships Applied to the C-13 NMR Chemical Shifts in 4-Substituted N-[1-(Pyridine-3-and-4-yl)ethylidene]anilines
VL  - 51
IS  - 5
SP  - 1442
EP  - 1451
DO  - 10.1002/jhet.1752
ER  - 
@article{
author = "Rančić, Milica and Trišović, Nemanja P. and Milčić, Miloš K. and Jovanović, Maja and Jovanovic, Bratislav and Marinković, Aleksandar",
year = "2014",
abstract = "Two series of 4-substituted N-[1-(pyridine-3- and -4-yl)ethylidene]anilines have been synthesized using different methods of conventional and microwave-assisted synthesis, and linear free-energy relationships have been applied to the C-13 NMR chemical shifts of the carbon atoms of interest. The substituent-induced chemical shifts have been analyzed using single substituent parameter and dual substituent parameter methods. The presented correlations describe satisfactorily the field and resonance substituent effects having similar contributions for C1 and the azomethine carbon, with exception of the carbon atom in para position to the substituent X. In both series, negative values have been found for C1 atom (reverse substituent effect). Quantum chemical calculations of the optimized geometries at MP2/6-31G++(d,p) level, together with C-13 NMR chemical shifts, give a better insight into the influence of the molecular conformation on the transmission of electronic substituent effects. The comparison of correlation results for different series of imines with phenyl, 4-nitrophenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl group attached at the azomethine carbon with the results for 4-substituted N-[1-(pyridine-3- and -4-yl)ethylidene]anilines for the same substituent set (X) indicates that a combination of the influences of electronic effects of the substituent X and the (1)-unit can be described as a sensitive balance of different resonance structures.",
publisher = "Wiley-Blackwell, Hoboken",
journal = "Journal of Heterocyclic Chemistry",
title = "Linear Free-Energy Relationships Applied to the C-13 NMR Chemical Shifts in 4-Substituted N-[1-(Pyridine-3-and-4-yl)ethylidene]anilines",
volume = "51",
number = "5",
pages = "1442-1451",
doi = "10.1002/jhet.1752"
}
Rančić, M., Trišović, N. P., Milčić, M. K., Jovanović, M., Jovanovic, B.,& Marinković, A.. (2014). Linear Free-Energy Relationships Applied to the C-13 NMR Chemical Shifts in 4-Substituted N-[1-(Pyridine-3-and-4-yl)ethylidene]anilines. in Journal of Heterocyclic Chemistry
Wiley-Blackwell, Hoboken., 51(5), 1442-1451.
https://doi.org/10.1002/jhet.1752
Rančić M, Trišović NP, Milčić MK, Jovanović M, Jovanovic B, Marinković A. Linear Free-Energy Relationships Applied to the C-13 NMR Chemical Shifts in 4-Substituted N-[1-(Pyridine-3-and-4-yl)ethylidene]anilines. in Journal of Heterocyclic Chemistry. 2014;51(5):1442-1451.
doi:10.1002/jhet.1752 .
Rančić, Milica, Trišović, Nemanja P., Milčić, Miloš K., Jovanović, Maja, Jovanovic, Bratislav, Marinković, Aleksandar, "Linear Free-Energy Relationships Applied to the C-13 NMR Chemical Shifts in 4-Substituted N-[1-(Pyridine-3-and-4-yl)ethylidene]anilines" in Journal of Heterocyclic Chemistry, 51, no. 5 (2014):1442-1451,
https://doi.org/10.1002/jhet.1752 . .
1
1
1
1

Experimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinediones

Rančić, Milica; Trišović, Nemanja P.; Milčić, Miloš K.; Ajaj, Ismail A.; Marinković, Aleksandar

(Elsevier Science Bv, Amsterdam, 2013)

TY  - JOUR
AU  - Rančić, Milica
AU  - Trišović, Nemanja P.
AU  - Milčić, Miloš K.
AU  - Ajaj, Ismail A.
AU  - Marinković, Aleksandar
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1404
AB  - The electronic structure of 5-arylidene-2,4-thiazolidinediones has been studied by using experimental and theoretical methodology. The theoretical calculations of the investigated 5-arylidene-2,4-thiazolidinediones have been performed by the use of quantum chemical methods. The calculated C-13 NMR chemical shifts and NBO atomic charges provide an insight into the influence of such a structure on the transmission of electronic substituent effects. Linear free energy relationships (LFERs) have been further applied to their C-13 NMR chemical shifts. The correlation analyses for the substituent-induced chemical shifts (SCS) have been performed with sigma using SSP (single substituent parameter), field (sigma(F)) and resonance (sigma(R)) parameters using DSP (dual substituent parameter), as well as the Yukawa-Tsuno model. The presented correlations account satisfactorily for the polar and resonance substituent effects operative at C-beta. and C-7 carbons, while reverse substituent effect was found for C-alpha. The comparison of correlation results for the investigated molecules with those obtained for seven structurally related styrene series has indicated that specific cross-interaction of phenyl substituent and groups attached at C-alpha carbon causes increased sensitivity of SCS C-beta to the resonance effect with increasing of electron-accepting capabilities of the group present at C-beta.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Experimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinediones
VL  - 1049
SP  - 59
EP  - 68
DO  - 10.1016/j.molstruc.2013.06.027
ER  - 
@article{
author = "Rančić, Milica and Trišović, Nemanja P. and Milčić, Miloš K. and Ajaj, Ismail A. and Marinković, Aleksandar",
year = "2013",
abstract = "The electronic structure of 5-arylidene-2,4-thiazolidinediones has been studied by using experimental and theoretical methodology. The theoretical calculations of the investigated 5-arylidene-2,4-thiazolidinediones have been performed by the use of quantum chemical methods. The calculated C-13 NMR chemical shifts and NBO atomic charges provide an insight into the influence of such a structure on the transmission of electronic substituent effects. Linear free energy relationships (LFERs) have been further applied to their C-13 NMR chemical shifts. The correlation analyses for the substituent-induced chemical shifts (SCS) have been performed with sigma using SSP (single substituent parameter), field (sigma(F)) and resonance (sigma(R)) parameters using DSP (dual substituent parameter), as well as the Yukawa-Tsuno model. The presented correlations account satisfactorily for the polar and resonance substituent effects operative at C-beta. and C-7 carbons, while reverse substituent effect was found for C-alpha. The comparison of correlation results for the investigated molecules with those obtained for seven structurally related styrene series has indicated that specific cross-interaction of phenyl substituent and groups attached at C-alpha carbon causes increased sensitivity of SCS C-beta to the resonance effect with increasing of electron-accepting capabilities of the group present at C-beta.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Experimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinediones",
volume = "1049",
pages = "59-68",
doi = "10.1016/j.molstruc.2013.06.027"
}
Rančić, M., Trišović, N. P., Milčić, M. K., Ajaj, I. A.,& Marinković, A.. (2013). Experimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinediones. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1049, 59-68.
https://doi.org/10.1016/j.molstruc.2013.06.027
Rančić M, Trišović NP, Milčić MK, Ajaj IA, Marinković A. Experimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinediones. in Journal of Molecular Structure. 2013;1049:59-68.
doi:10.1016/j.molstruc.2013.06.027 .
Rančić, Milica, Trišović, Nemanja P., Milčić, Miloš K., Ajaj, Ismail A., Marinković, Aleksandar, "Experimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinediones" in Journal of Molecular Structure, 1049 (2013):59-68,
https://doi.org/10.1016/j.molstruc.2013.06.027 . .
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Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones

Rančić, Milica; Trišović, Nemanja P.; Milčić, Miloš K.; Uscumlic, Gordana; Marinković, Aleksandar

(Pergamon-Elsevier Science Ltd, Oxford, 2012)

TY  - JOUR
AU  - Rančić, Milica
AU  - Trišović, Nemanja P.
AU  - Milčić, Miloš K.
AU  - Uscumlic, Gordana
AU  - Marinković, Aleksandar
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1252
AB  - The absorption spectra of twelve 5-arylidene-2,4-thiazolidinediones were recorded in twenty one solvents in the range from 300 to 600 nm. The effect of specific and non-specific solvent-solute interactions on the absorption maxima shifts were evaluated by using the Catalan solvent parameter set. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2 and time-dependent density functional (TD-DFT) methods. It was found that different substituents significantly change the extent of conjugation in the molecules and further affect their intramolecular charge transfer character. (C) 2011 Elsevier B.V. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones
VL  - 86
SP  - 500
EP  - 507
DO  - 10.1016/j.saa.2011.10.074
ER  - 
@article{
author = "Rančić, Milica and Trišović, Nemanja P. and Milčić, Miloš K. and Uscumlic, Gordana and Marinković, Aleksandar",
year = "2012",
abstract = "The absorption spectra of twelve 5-arylidene-2,4-thiazolidinediones were recorded in twenty one solvents in the range from 300 to 600 nm. The effect of specific and non-specific solvent-solute interactions on the absorption maxima shifts were evaluated by using the Catalan solvent parameter set. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2 and time-dependent density functional (TD-DFT) methods. It was found that different substituents significantly change the extent of conjugation in the molecules and further affect their intramolecular charge transfer character. (C) 2011 Elsevier B.V. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones",
volume = "86",
pages = "500-507",
doi = "10.1016/j.saa.2011.10.074"
}
Rančić, M., Trišović, N. P., Milčić, M. K., Uscumlic, G.,& Marinković, A.. (2012). Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford., 86, 500-507.
https://doi.org/10.1016/j.saa.2011.10.074
Rančić M, Trišović NP, Milčić MK, Uscumlic G, Marinković A. Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2012;86:500-507.
doi:10.1016/j.saa.2011.10.074 .
Rančić, Milica, Trišović, Nemanja P., Milčić, Miloš K., Uscumlic, Gordana, Marinković, Aleksandar, "Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones" in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 86 (2012):500-507,
https://doi.org/10.1016/j.saa.2011.10.074 . .
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