Spectral properties, solvatochromism and azo-hydrazone tautomerism of ten 5-(substituted phenylazo)3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones in twenty-two solvents are investigated. For quantitative evaluation of the solvent effects on the UV-vis absorption maxima, the principles of the linear solvation energy relationships are used, i.e. models proposed by Kamlet-Taft and Catalan. Linear free energy relationships are applied to the UV-vis absorption spectra and correlation of absorption frequencies with Hammett substituent constants are performed. Furthermore, the influence of the electronic nature of the substituents on H-1 and C-13 NMR shifts is investigated by simple and extended Hammett equations, as well as by Swain-Lupton equation.
TY - JOUR
AU - Lađarević, Jelena
AU - Božić, Bojan
AU - Mutavdžić, Dragosav
AU - Ušćumlić, Gordana
AU - Mijin, Dušan
PY - 2014
UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2750
AB - Spectral properties, solvatochromism and azo-hydrazone tautomerism of ten 5-(substituted phenylazo)3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones in twenty-two solvents are investigated. For quantitative evaluation of the solvent effects on the UV-vis absorption maxima, the principles of the linear solvation energy relationships are used, i.e. models proposed by Kamlet-Taft and Catalan. Linear free energy relationships are applied to the UV-vis absorption spectra and correlation of absorption frequencies with Hammett substituent constants are performed. Furthermore, the influence of the electronic nature of the substituents on H-1 and C-13 NMR shifts is investigated by simple and extended Hammett equations, as well as by Swain-Lupton equation.
PB - Elsevier Science Bv, Amsterdam
T2 - Chemical Physics Letters
T1 - Solvent and structural effects on the spectral shifts of 5-(substituted phenylazo)-3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones
EP - 68
SP - 62
VL - 615
DO - 10.1016/j.cplett.2014.09.063
ER -
@article{
author = "Lađarević, Jelena and Božić, Bojan and Mutavdžić, Dragosav and Ušćumlić, Gordana and Mijin, Dušan",
year = "2014",
abstract = "Spectral properties, solvatochromism and azo-hydrazone tautomerism of ten 5-(substituted phenylazo)3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones in twenty-two solvents are investigated. For quantitative evaluation of the solvent effects on the UV-vis absorption maxima, the principles of the linear solvation energy relationships are used, i.e. models proposed by Kamlet-Taft and Catalan. Linear free energy relationships are applied to the UV-vis absorption spectra and correlation of absorption frequencies with Hammett substituent constants are performed. Furthermore, the influence of the electronic nature of the substituents on H-1 and C-13 NMR shifts is investigated by simple and extended Hammett equations, as well as by Swain-Lupton equation.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Chemical Physics Letters",
title = "Solvent and structural effects on the spectral shifts of 5-(substituted phenylazo)-3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones",
pages = "68-62",
volume = "615",
doi = "10.1016/j.cplett.2014.09.063"
}
Lađarević, J., Božić, B., Mutavdžić, D., Ušćumlić, G.,& Mijin, D.. (2014). Solvent and structural effects on the spectral shifts of 5-(substituted phenylazo)-3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones. in Chemical Physics Letters
Elsevier Science Bv, Amsterdam., 615, 62-68.
https://doi.org/10.1016/j.cplett.2014.09.063
Lađarević J, Božić B, Mutavdžić D, Ušćumlić G, Mijin D. Solvent and structural effects on the spectral shifts of 5-(substituted phenylazo)-3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones. in Chemical Physics Letters. 2014;615:62-68.
doi:10.1016/j.cplett.2014.09.063 .
Lađarević, Jelena, Božić, Bojan, Mutavdžić, Dragosav, Ušćumlić, Gordana, Mijin, Dušan, "Solvent and structural effects on the spectral shifts of 5-(substituted phenylazo)-3-cyano-6-hydroxy-1-(2-hydroxyethyl)-4-methyl-2-pyridones" in Chemical Physics Letters, 615 (2014):62-68,
https://doi.org/10.1016/j.cplett.2014.09.063 . .
