Solvent and Structural Effects on the UV-Vis Absorption Spectra of Some 4,6-Disubstituted-3-Cyano-2-Pyridones
Само за регистроване кориснике
2012
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
A series of 4,6-disubstituted-3-cyano-2-pyridones was synthesized and their UV-Vis absorption spectra were recorded in the region 200-600 nm in the set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions on the spectral shifts were analyzed by means of the linear solvation energy relationship concept of Kamlet and Taft. The influence of solvents as well as substituents on the 2-pyridone/2-hydroxypyridine tautomeric equilibration was evaluated. The absorption band maximum of the 2-hydroxypyridine form is found to appear at a shorter wavelength than that of the 2-pyridone form in all investigated solvents. The replacement of the methyl and phenyl groups at position 6 of the pyridone ring, by a hydroxy group, significantly changes the solvatochromic behavior of the investigated pyridones.
Кључне речи:
Pyridone derivatives / Absorption spectra / Kamlet-Taft equation / Solvent and substituent effects / TautomerismИзвор:
Journal of Solution Chemistry, 2012, 41, 10, 1825-1835Издавач:
- Springer/Plenum Publishers, New York
Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.1007/s10953-012-9897-1
ISSN: 0095-9782
WoS: 000312063300011
Scopus: 2-s2.0-84874495160
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Alimmari, Adel S. AU - Božić, Bojan AU - Marinković, Aleksandar AU - Mijin, Dušan AU - Ušćumlić, Gordana PY - 2012 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2147 AB - A series of 4,6-disubstituted-3-cyano-2-pyridones was synthesized and their UV-Vis absorption spectra were recorded in the region 200-600 nm in the set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions on the spectral shifts were analyzed by means of the linear solvation energy relationship concept of Kamlet and Taft. The influence of solvents as well as substituents on the 2-pyridone/2-hydroxypyridine tautomeric equilibration was evaluated. The absorption band maximum of the 2-hydroxypyridine form is found to appear at a shorter wavelength than that of the 2-pyridone form in all investigated solvents. The replacement of the methyl and phenyl groups at position 6 of the pyridone ring, by a hydroxy group, significantly changes the solvatochromic behavior of the investigated pyridones. PB - Springer/Plenum Publishers, New York T2 - Journal of Solution Chemistry T1 - Solvent and Structural Effects on the UV-Vis Absorption Spectra of Some 4,6-Disubstituted-3-Cyano-2-Pyridones EP - 1835 IS - 10 SP - 1825 VL - 41 DO - 10.1007/s10953-012-9897-1 ER -
@article{ author = "Alimmari, Adel S. and Božić, Bojan and Marinković, Aleksandar and Mijin, Dušan and Ušćumlić, Gordana", year = "2012", abstract = "A series of 4,6-disubstituted-3-cyano-2-pyridones was synthesized and their UV-Vis absorption spectra were recorded in the region 200-600 nm in the set of selected solvents. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions on the spectral shifts were analyzed by means of the linear solvation energy relationship concept of Kamlet and Taft. The influence of solvents as well as substituents on the 2-pyridone/2-hydroxypyridine tautomeric equilibration was evaluated. The absorption band maximum of the 2-hydroxypyridine form is found to appear at a shorter wavelength than that of the 2-pyridone form in all investigated solvents. The replacement of the methyl and phenyl groups at position 6 of the pyridone ring, by a hydroxy group, significantly changes the solvatochromic behavior of the investigated pyridones.", publisher = "Springer/Plenum Publishers, New York", journal = "Journal of Solution Chemistry", title = "Solvent and Structural Effects on the UV-Vis Absorption Spectra of Some 4,6-Disubstituted-3-Cyano-2-Pyridones", pages = "1835-1825", number = "10", volume = "41", doi = "10.1007/s10953-012-9897-1" }
Alimmari, A. S., Božić, B., Marinković, A., Mijin, D.,& Ušćumlić, G.. (2012). Solvent and Structural Effects on the UV-Vis Absorption Spectra of Some 4,6-Disubstituted-3-Cyano-2-Pyridones. in Journal of Solution Chemistry Springer/Plenum Publishers, New York., 41(10), 1825-1835. https://doi.org/10.1007/s10953-012-9897-1
Alimmari AS, Božić B, Marinković A, Mijin D, Ušćumlić G. Solvent and Structural Effects on the UV-Vis Absorption Spectra of Some 4,6-Disubstituted-3-Cyano-2-Pyridones. in Journal of Solution Chemistry. 2012;41(10):1825-1835. doi:10.1007/s10953-012-9897-1 .
Alimmari, Adel S., Božić, Bojan, Marinković, Aleksandar, Mijin, Dušan, Ušćumlić, Gordana, "Solvent and Structural Effects on the UV-Vis Absorption Spectra of Some 4,6-Disubstituted-3-Cyano-2-Pyridones" in Journal of Solution Chemistry, 41, no. 10 (2012):1825-1835, https://doi.org/10.1007/s10953-012-9897-1 . .