The derivatives of isatin (1H-indole-2,3-dione) have already been reported to show a variety of biological activities. However, there have hitherto been no reports on the solvatochromic effects of isatin derivatives, and it could be of interest to study and relate them to their electronic structures, as a part of the characterisation of these compounds. Linear solvation energy relationships (LSER) were used to analyze the influence of the solvent on the shifts of the UV absorption maxima of investigated isatin derivatives, i.e., isatin based Schiff bases, using Kamlet-Taft model. Linear free energy relationships (LFER) were applied to the substituent-induced NMR chemical shifts (SCS) using a single substituent parameter (SSP). The obtained correlations together with theoretical calculations gave insight into the influence of the molecular conformation on the transmission of substituent effects, as well as on solute-solvent interactions. The molecular electrostatic potential (MEP) surfa...ce map was plotted over the optimized geometry of the molecules in order to visualize the electron density distribution and explain the origin of the solvent- solute interactions.
TY - JOUR
AU - Brkić, Dominik R.
AU - Božić, Aleksandra R.
AU - Nikolić, Vesna D.
AU - Marinković, Aleksandar
AU - Elshaflu, Hana
AU - Nikolić, Jasmina
AU - Drmanić, Saša
PY - 2016
UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3293
AB - The derivatives of isatin (1H-indole-2,3-dione) have already been reported to show a variety of biological activities. However, there have hitherto been no reports on the solvatochromic effects of isatin derivatives, and it could be of interest to study and relate them to their electronic structures, as a part of the characterisation of these compounds. Linear solvation energy relationships (LSER) were used to analyze the influence of the solvent on the shifts of the UV absorption maxima of investigated isatin derivatives, i.e., isatin based Schiff bases, using Kamlet-Taft model. Linear free energy relationships (LFER) were applied to the substituent-induced NMR chemical shifts (SCS) using a single substituent parameter (SSP). The obtained correlations together with theoretical calculations gave insight into the influence of the molecular conformation on the transmission of substituent effects, as well as on solute-solvent interactions. The molecular electrostatic potential (MEP) surface map was plotted over the optimized geometry of the molecules in order to visualize the electron density distribution and explain the origin of the solvent- solute interactions.
PB - Srpsko hemijsko društvo, Beograd
T2 - Journal of the Serbian Chemical Society
T1 - Solvatochromism of isatin based Schiff bases: An LSER and LFER study
EP - 997
IS - 9
SP - 979
VL - 81
DO - 10.2298/JSC160119049B
ER -
@article{
author = "Brkić, Dominik R. and Božić, Aleksandra R. and Nikolić, Vesna D. and Marinković, Aleksandar and Elshaflu, Hana and Nikolić, Jasmina and Drmanić, Saša",
year = "2016",
url = "http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3293",
abstract = "The derivatives of isatin (1H-indole-2,3-dione) have already been reported to show a variety of biological activities. However, there have hitherto been no reports on the solvatochromic effects of isatin derivatives, and it could be of interest to study and relate them to their electronic structures, as a part of the characterisation of these compounds. Linear solvation energy relationships (LSER) were used to analyze the influence of the solvent on the shifts of the UV absorption maxima of investigated isatin derivatives, i.e., isatin based Schiff bases, using Kamlet-Taft model. Linear free energy relationships (LFER) were applied to the substituent-induced NMR chemical shifts (SCS) using a single substituent parameter (SSP). The obtained correlations together with theoretical calculations gave insight into the influence of the molecular conformation on the transmission of substituent effects, as well as on solute-solvent interactions. The molecular electrostatic potential (MEP) surface map was plotted over the optimized geometry of the molecules in order to visualize the electron density distribution and explain the origin of the solvent- solute interactions.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Solvatochromism of isatin based Schiff bases: An LSER and LFER study",
pages = "997-979",
number = "9",
volume = "81",
doi = "10.2298/JSC160119049B"
}
Brkić, D. R., Božić, A. R., Nikolić, V. D., Marinković, A., Elshaflu, H., Nikolić, J.,& Drmanić, S. (2016). Solvatochromism of isatin based Schiff bases: An LSER and LFER study.
Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 81(9), 979-997.
https://doi.org/10.2298/JSC160119049B
Brkić DR, Božić AR, Nikolić VD, Marinković A, Elshaflu H, Nikolić J, Drmanić S. Solvatochromism of isatin based Schiff bases: An LSER and LFER study. Journal of the Serbian Chemical Society. 2016;81(9):979-997
Brkić Dominik R., Božić Aleksandra R., Nikolić Vesna D., Marinković Aleksandar, Elshaflu Hana, Nikolić Jasmina, Drmanić Saša, "Solvatochromism of isatin based Schiff bases: An LSER and LFER study" Journal of the Serbian Chemical Society, 81, no. 9 (2016):979-997,
https://doi.org/10.2298/JSC160119049B .
