Role of the bifurcated intramolecular hydrogen bond on the physicochemical profile of the novel azo pyridone dyes
Само за регистроване кориснике
2019
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
A series of novel 5-(4-substituted phenylazo)-1-carboxymethyl-3-cyano-6-hydroxy-4-methyl-2-pyridones had been synthesized and characterized. The study includes spectral determination of the possible tautomeric forms and the intramolecular hydrogen bonding pattern. The influence of the bifurcated intramolecular hydrogen bond on the spectral properties has been discussed. The dyes exist in hydrazone form both solid state and in most of the employed solvents. Equilibrium between hydrazone and anion forms has been studied in N,N-dimethylformamide and N,N-dimethylacetamide. For quantitative elucidation of solvent effects on UV-Vis absorption maxima, a linear solvation energy relationship concept has been employed using Kamlet-Taft's and Catalan's equations. Antioxidative activity of the synthesized dyes has been chemically tested and two derivatives (hydroxy and methoxy) are qualified as promising antioxidant molecules.
Кључне речи:
Pyridone / Azo dye / Bifurcated bond / Intramolecular hydrogen bond / Hydrazone / SolvatochromismИзвор:
Dyes and Pigments, 2019, 162, 562-572Издавач:
- Elsevier Sci Ltd, Oxford
Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-MESTD-Basic Research (BR or ON)-172013)
- Биоинформатички методи за детекцију промотера и теоријско моделовање генских кола (RS-MESTD-Basic Research (BR or ON)-173052)
DOI: 10.1016/j.dyepig.2018.10.058
ISSN: 0143-7208
WoS: 000456226500063
Scopus: 2-s2.0-85055910414
Колекције
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Lađarević, Jelena AU - Božić, Bojan AU - Matović, Luka AU - Božić-Nedeljković, Biljana AU - Mijin, Dušan PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4312 AB - A series of novel 5-(4-substituted phenylazo)-1-carboxymethyl-3-cyano-6-hydroxy-4-methyl-2-pyridones had been synthesized and characterized. The study includes spectral determination of the possible tautomeric forms and the intramolecular hydrogen bonding pattern. The influence of the bifurcated intramolecular hydrogen bond on the spectral properties has been discussed. The dyes exist in hydrazone form both solid state and in most of the employed solvents. Equilibrium between hydrazone and anion forms has been studied in N,N-dimethylformamide and N,N-dimethylacetamide. For quantitative elucidation of solvent effects on UV-Vis absorption maxima, a linear solvation energy relationship concept has been employed using Kamlet-Taft's and Catalan's equations. Antioxidative activity of the synthesized dyes has been chemically tested and two derivatives (hydroxy and methoxy) are qualified as promising antioxidant molecules. PB - Elsevier Sci Ltd, Oxford T2 - Dyes and Pigments T1 - Role of the bifurcated intramolecular hydrogen bond on the physicochemical profile of the novel azo pyridone dyes EP - 572 SP - 562 VL - 162 DO - 10.1016/j.dyepig.2018.10.058 ER -
@article{ author = "Lađarević, Jelena and Božić, Bojan and Matović, Luka and Božić-Nedeljković, Biljana and Mijin, Dušan", year = "2019", abstract = "A series of novel 5-(4-substituted phenylazo)-1-carboxymethyl-3-cyano-6-hydroxy-4-methyl-2-pyridones had been synthesized and characterized. The study includes spectral determination of the possible tautomeric forms and the intramolecular hydrogen bonding pattern. The influence of the bifurcated intramolecular hydrogen bond on the spectral properties has been discussed. The dyes exist in hydrazone form both solid state and in most of the employed solvents. Equilibrium between hydrazone and anion forms has been studied in N,N-dimethylformamide and N,N-dimethylacetamide. For quantitative elucidation of solvent effects on UV-Vis absorption maxima, a linear solvation energy relationship concept has been employed using Kamlet-Taft's and Catalan's equations. Antioxidative activity of the synthesized dyes has been chemically tested and two derivatives (hydroxy and methoxy) are qualified as promising antioxidant molecules.", publisher = "Elsevier Sci Ltd, Oxford", journal = "Dyes and Pigments", title = "Role of the bifurcated intramolecular hydrogen bond on the physicochemical profile of the novel azo pyridone dyes", pages = "572-562", volume = "162", doi = "10.1016/j.dyepig.2018.10.058" }
Lađarević, J., Božić, B., Matović, L., Božić-Nedeljković, B.,& Mijin, D.. (2019). Role of the bifurcated intramolecular hydrogen bond on the physicochemical profile of the novel azo pyridone dyes. in Dyes and Pigments Elsevier Sci Ltd, Oxford., 162, 562-572. https://doi.org/10.1016/j.dyepig.2018.10.058
Lađarević J, Božić B, Matović L, Božić-Nedeljković B, Mijin D. Role of the bifurcated intramolecular hydrogen bond on the physicochemical profile of the novel azo pyridone dyes. in Dyes and Pigments. 2019;162:562-572. doi:10.1016/j.dyepig.2018.10.058 .
Lađarević, Jelena, Božić, Bojan, Matović, Luka, Božić-Nedeljković, Biljana, Mijin, Dušan, "Role of the bifurcated intramolecular hydrogen bond on the physicochemical profile of the novel azo pyridone dyes" in Dyes and Pigments, 162 (2019):562-572, https://doi.org/10.1016/j.dyepig.2018.10.058 . .