Solvatochromism of Thiouracil Azo Dyes
Samo za registrovane korisnike
2016
Autori
Matijević, Borko M.Vaštag, Đenđi
Apostolov, Suzana
Assaleh, Fathi H.
Marinković, Aleksandar
Mijin, Dušan
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
A series of sixteen synthesized thiouracil azo dyes was obtained by condensation of arylazo acetoacetic esters with thiourea. Purified products were characterized by UV-Vis, FT-IR, H-1 and C-13 NMR spectroscopy. The UV-Vis absorption spectra of all synthesized compounds were recorded in nineteen solvents of different properties. The study and analysis of the spectral data of azo dyes generally indicate that the tautomeric equilibrium is shifted to the hydrazone tautomeric form in the solid state. Linear solvation energy relationships describe solvent influence on solvatochromism of the hydrazone form with the use of the Catalan model. Linear free energy relationships were applied in the form of single substituent parameter model to analyze substituent electronic effects on the spectral behavior of the compounds by Hammett's equation. The correlations obtained with aid of theoretical calculations give insight into the influence of molecular conformation on the transmission of substituen...t effects, as well as different solvent-solute interactions.
Ključne reči:
Thiouracil azo dyes / UV absorption spectra / Solvent effects / Substituent effectsIzvor:
Journal of Solution Chemistry, 2016, 45, 6, 885-906Izdavač:
- Springer/Plenum Publishers, New York
Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-172013)
DOI: 10.1007/s10953-016-0482-x
ISSN: 0095-9782
WoS: 000379492300006
Scopus: 2-s2.0-84970996538
Institucija/grupa
Tehnološko-metalurški fakultetTY - JOUR AU - Matijević, Borko M. AU - Vaštag, Đenđi AU - Apostolov, Suzana AU - Assaleh, Fathi H. AU - Marinković, Aleksandar AU - Mijin, Dušan PY - 2016 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3273 AB - A series of sixteen synthesized thiouracil azo dyes was obtained by condensation of arylazo acetoacetic esters with thiourea. Purified products were characterized by UV-Vis, FT-IR, H-1 and C-13 NMR spectroscopy. The UV-Vis absorption spectra of all synthesized compounds were recorded in nineteen solvents of different properties. The study and analysis of the spectral data of azo dyes generally indicate that the tautomeric equilibrium is shifted to the hydrazone tautomeric form in the solid state. Linear solvation energy relationships describe solvent influence on solvatochromism of the hydrazone form with the use of the Catalan model. Linear free energy relationships were applied in the form of single substituent parameter model to analyze substituent electronic effects on the spectral behavior of the compounds by Hammett's equation. The correlations obtained with aid of theoretical calculations give insight into the influence of molecular conformation on the transmission of substituent effects, as well as different solvent-solute interactions. PB - Springer/Plenum Publishers, New York T2 - Journal of Solution Chemistry T1 - Solvatochromism of Thiouracil Azo Dyes EP - 906 IS - 6 SP - 885 VL - 45 DO - 10.1007/s10953-016-0482-x ER -
@article{ author = "Matijević, Borko M. and Vaštag, Đenđi and Apostolov, Suzana and Assaleh, Fathi H. and Marinković, Aleksandar and Mijin, Dušan", year = "2016", abstract = "A series of sixteen synthesized thiouracil azo dyes was obtained by condensation of arylazo acetoacetic esters with thiourea. Purified products were characterized by UV-Vis, FT-IR, H-1 and C-13 NMR spectroscopy. The UV-Vis absorption spectra of all synthesized compounds were recorded in nineteen solvents of different properties. The study and analysis of the spectral data of azo dyes generally indicate that the tautomeric equilibrium is shifted to the hydrazone tautomeric form in the solid state. Linear solvation energy relationships describe solvent influence on solvatochromism of the hydrazone form with the use of the Catalan model. Linear free energy relationships were applied in the form of single substituent parameter model to analyze substituent electronic effects on the spectral behavior of the compounds by Hammett's equation. The correlations obtained with aid of theoretical calculations give insight into the influence of molecular conformation on the transmission of substituent effects, as well as different solvent-solute interactions.", publisher = "Springer/Plenum Publishers, New York", journal = "Journal of Solution Chemistry", title = "Solvatochromism of Thiouracil Azo Dyes", pages = "906-885", number = "6", volume = "45", doi = "10.1007/s10953-016-0482-x" }
Matijević, B. M., Vaštag, Đ., Apostolov, S., Assaleh, F. H., Marinković, A.,& Mijin, D.. (2016). Solvatochromism of Thiouracil Azo Dyes. in Journal of Solution Chemistry Springer/Plenum Publishers, New York., 45(6), 885-906. https://doi.org/10.1007/s10953-016-0482-x
Matijević BM, Vaštag Đ, Apostolov S, Assaleh FH, Marinković A, Mijin D. Solvatochromism of Thiouracil Azo Dyes. in Journal of Solution Chemistry. 2016;45(6):885-906. doi:10.1007/s10953-016-0482-x .
Matijević, Borko M., Vaštag, Đenđi, Apostolov, Suzana, Assaleh, Fathi H., Marinković, Aleksandar, Mijin, Dušan, "Solvatochromism of Thiouracil Azo Dyes" in Journal of Solution Chemistry, 45, no. 6 (2016):885-906, https://doi.org/10.1007/s10953-016-0482-x . .