Substituent and solvent effects on intramolecular charge transfer of 5-arylidene-2,4-thiazolidinediones
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.
Keywords:
5-arylidene-2,4-thiazolidinediones / Absorption spectra / Solvent effects / Substituent effects / Ab initio MO calculationSource:
Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy, 2012, 86, 500-507Publisher:
- Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.1016/j.saa.2011.10.074
ISSN: 1386-1425
PubMed: 22153743
WoS: 000300515500074
Scopus: 2-s2.0-83655201514
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Rančić, Milica AU - Trišović, Nemanja AU - Milčić, Miloš AU - Ušćumlić, Gordana AU - Marinković, Aleksandar PY - 2012 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2249 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. 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 EP - 507 SP - 500 VL - 86 DO - 10.1016/j.saa.2011.10.074 ER -
@article{ author = "Rančić, Milica and Trišović, Nemanja and Milčić, Miloš and Ušćumlić, 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.", 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", pages = "507-500", volume = "86", doi = "10.1016/j.saa.2011.10.074" }
Rančić, M., Trišović, N., Milčić, M., Ušćumlić, 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 N, Milčić M, Ušćumlić 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, Milčić, Miloš, Ušćumlić, 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 . .