A detailed UV-Vis spectral investigation of six azo dyes derived from benzoic- and cinnamic acids: experimental and theoretical insight
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2021
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Six donor-pi-acceptor azo dyes, with altered donor- (p-hydroxyphenyl-and naphthalene-2ol) and carboxylic based acceptor groups, were subjected to detailed solvatochromic and tautomeric investigation in different environments by experimental and theoretical approaches. Naphthalene2-ol compounds exhibit azo-hydrazone tautomerism in all solvents, wherein benzoic-and cinnamic acid-based compounds appear in solutions as a complex system of neutral forms and corresponding carboxylates. p-Hydroxyphenyl based compounds adopt the azo form in all investigated solvents. A special focus was placed on the definition of the anionic species and the extent of the deprotonation in different alkaline solutions. Excellent agreement between theoretical and experimental data is attained.
Ključne reči:
Azo&ndash / hydrazone equilibrium / Acid-base equilibrium / Solvatochromism / DFT analysis / Linear solvation energy relationships analysisIzvor:
Comptes Rendus Chimie, 2021, 24, 2, 267-+Finansiranje / projekti:
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200026 (Univerzitet u Beogradu, Institut za hemiju, tehnologiju i metalurgiju - IHTM) (RS-MESTD-inst-2020-200026)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200135 (Univerzitet u Beogradu, Tehnološko-metalurški fakultet) (RS-MESTD-inst-2020-200135)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200287 (Inovacioni centar Tehnološko-metalurškog fakulteta u Beogradu doo) (RS-MESTD-inst-2020-200287)
DOI: 10.5802/crchim.85
ISSN: 1631-0748
WoS: 000734063900018
Scopus: 2-s2.0-85110232701
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Institucija/grupa
Inovacioni centarTY - JOUR AU - Matović, Luka AU - Lađarević, Jelena AU - Vitnik, Željko AU - Vitnik, Vesna AU - Mijin, Dušan PY - 2021 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4771 AB - Six donor-pi-acceptor azo dyes, with altered donor- (p-hydroxyphenyl-and naphthalene-2ol) and carboxylic based acceptor groups, were subjected to detailed solvatochromic and tautomeric investigation in different environments by experimental and theoretical approaches. Naphthalene2-ol compounds exhibit azo-hydrazone tautomerism in all solvents, wherein benzoic-and cinnamic acid-based compounds appear in solutions as a complex system of neutral forms and corresponding carboxylates. p-Hydroxyphenyl based compounds adopt the azo form in all investigated solvents. A special focus was placed on the definition of the anionic species and the extent of the deprotonation in different alkaline solutions. Excellent agreement between theoretical and experimental data is attained. T2 - Comptes Rendus Chimie T1 - A detailed UV-Vis spectral investigation of six azo dyes derived from benzoic- and cinnamic acids: experimental and theoretical insight EP - + IS - 2 SP - 267 VL - 24 DO - 10.5802/crchim.85 ER -
@article{ author = "Matović, Luka and Lađarević, Jelena and Vitnik, Željko and Vitnik, Vesna and Mijin, Dušan", year = "2021", abstract = "Six donor-pi-acceptor azo dyes, with altered donor- (p-hydroxyphenyl-and naphthalene-2ol) and carboxylic based acceptor groups, were subjected to detailed solvatochromic and tautomeric investigation in different environments by experimental and theoretical approaches. Naphthalene2-ol compounds exhibit azo-hydrazone tautomerism in all solvents, wherein benzoic-and cinnamic acid-based compounds appear in solutions as a complex system of neutral forms and corresponding carboxylates. p-Hydroxyphenyl based compounds adopt the azo form in all investigated solvents. A special focus was placed on the definition of the anionic species and the extent of the deprotonation in different alkaline solutions. Excellent agreement between theoretical and experimental data is attained.", journal = "Comptes Rendus Chimie", title = "A detailed UV-Vis spectral investigation of six azo dyes derived from benzoic- and cinnamic acids: experimental and theoretical insight", pages = "+-267", number = "2", volume = "24", doi = "10.5802/crchim.85" }
Matović, L., Lađarević, J., Vitnik, Ž., Vitnik, V.,& Mijin, D.. (2021). A detailed UV-Vis spectral investigation of six azo dyes derived from benzoic- and cinnamic acids: experimental and theoretical insight. in Comptes Rendus Chimie, 24(2), 267-+. https://doi.org/10.5802/crchim.85
Matović L, Lađarević J, Vitnik Ž, Vitnik V, Mijin D. A detailed UV-Vis spectral investigation of six azo dyes derived from benzoic- and cinnamic acids: experimental and theoretical insight. in Comptes Rendus Chimie. 2021;24(2):267-+. doi:10.5802/crchim.85 .
Matović, Luka, Lađarević, Jelena, Vitnik, Željko, Vitnik, Vesna, Mijin, Dušan, "A detailed UV-Vis spectral investigation of six azo dyes derived from benzoic- and cinnamic acids: experimental and theoretical insight" in Comptes Rendus Chimie, 24, no. 2 (2021):267-+, https://doi.org/10.5802/crchim.85 . .