Solvatochromism of isatin based Schiff bases: An LSER and LFER study
Аутори
Brkić, Dominik R.Božić, Aleksandra R.
Nikolić, Vesna D.
Marinković, Aleksandar
Elshaflu, Hana
Nikolić, Jasmina
Drmanić, Saša
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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.
Кључне речи:
Schiff bases / isatin / LSER / LFER / Kamlet-Taft equationИзвор:
Journal of the Serbian Chemical Society, 2016, 81, 9, 979-997Издавач:
- Srpsko hemijsko društvo, Beograd
Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.2298/JSC160119049B
ISSN: 0352-5139
WoS: 000388027500002
Scopus: 2-s2.0-84993981348
Институција/група
Tehnološko-metalurški fakultetTY - 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", 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. in 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. in Journal of the Serbian Chemical Society. 2016;81(9):979-997. doi:10.2298/JSC160119049B .
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" in Journal of the Serbian Chemical Society, 81, no. 9 (2016):979-997, https://doi.org/10.2298/JSC160119049B . .