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Synthesis, structure and solvatochromic properties of some novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone dyes

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2012
1046.pdf (746.9Kb)
Authors
Alimmari, Adel SA
Mijin, Dušan
Vukicevic, Radovan
Božić, Bojan
Valentić, Nataša V.
Vitnik, Vesna
Vitnik, Željko
Ušćumlić, Gordana
Article (Published version)
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Abstract
Background: A series of some novel arylazo pyridone dyes was synthesized from the corresponding diazonium salt and 6-hydroxy-4-phenyl-3-cyano-2-pyridone using a classical reaction for the synthesis of the azo compounds. Results: The structure of the dyes was confirmed by UV-vis, FT-IR, H-1 NMR and C-13 NMR spectroscopic techniques and elemental analysis. The solvatochromic behavior of the dyes was evaluated with respect to their visible absorption properties in various solvents. Conclusions: The azo-hydrazone tautomeric equilibration was found to depend on the substituents as well as on the solvent. The geometry data of the investigated dyes were obtained using DFT quantum-chemical calculations. The obtained calculational results are in very good agreement with the experimental data.
Keywords:
Arylazo pyridone dyes / Tautomerism / Solvent effect / Substituent effect / DFT caculation
Source:
Chemistry Central Journal, 2012, 6
Publisher:
  • BMC
Funding / projects:
  • Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)

DOI: 10.1186/1752-153X-6-71

ISSN: 1752-153X

PubMed: 22824496

WoS: 000313129700001

Scopus: 2-s2.0-84873927057
[ Google Scholar ]
25
19
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1048
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Alimmari, Adel SA
AU  - Mijin, Dušan
AU  - Vukicevic, Radovan
AU  - Božić, Bojan
AU  - Valentić, Nataša V.
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Ušćumlić, Gordana
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1048
AB  - Background: A series of some novel arylazo pyridone dyes was synthesized from the corresponding diazonium salt and 6-hydroxy-4-phenyl-3-cyano-2-pyridone using a classical reaction for the synthesis of the azo compounds. Results: The structure of the dyes was confirmed by UV-vis, FT-IR, H-1 NMR and C-13 NMR spectroscopic techniques and elemental analysis. The solvatochromic behavior of the dyes was evaluated with respect to their visible absorption properties in various solvents. Conclusions: The azo-hydrazone tautomeric equilibration was found to depend on the substituents as well as on the solvent. The geometry data of the investigated dyes were obtained using DFT quantum-chemical calculations. The obtained calculational results are in very good agreement with the experimental data.
PB  - BMC
T2  - Chemistry Central Journal
T1  - Synthesis, structure and solvatochromic properties of some novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone dyes
VL  - 6
DO  - 10.1186/1752-153X-6-71
ER  - 
@article{
author = "Alimmari, Adel SA and Mijin, Dušan and Vukicevic, Radovan and Božić, Bojan and Valentić, Nataša V. and Vitnik, Vesna and Vitnik, Željko and Ušćumlić, Gordana",
year = "2012",
abstract = "Background: A series of some novel arylazo pyridone dyes was synthesized from the corresponding diazonium salt and 6-hydroxy-4-phenyl-3-cyano-2-pyridone using a classical reaction for the synthesis of the azo compounds. Results: The structure of the dyes was confirmed by UV-vis, FT-IR, H-1 NMR and C-13 NMR spectroscopic techniques and elemental analysis. The solvatochromic behavior of the dyes was evaluated with respect to their visible absorption properties in various solvents. Conclusions: The azo-hydrazone tautomeric equilibration was found to depend on the substituents as well as on the solvent. The geometry data of the investigated dyes were obtained using DFT quantum-chemical calculations. The obtained calculational results are in very good agreement with the experimental data.",
publisher = "BMC",
journal = "Chemistry Central Journal",
title = "Synthesis, structure and solvatochromic properties of some novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone dyes",
volume = "6",
doi = "10.1186/1752-153X-6-71"
}
Alimmari, A. S., Mijin, D., Vukicevic, R., Božić, B., Valentić, N. V., Vitnik, V., Vitnik, Ž.,& Ušćumlić, G.. (2012). Synthesis, structure and solvatochromic properties of some novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone dyes. in Chemistry Central Journal
BMC., 6.
https://doi.org/10.1186/1752-153X-6-71
Alimmari AS, Mijin D, Vukicevic R, Božić B, Valentić NV, Vitnik V, Vitnik Ž, Ušćumlić G. Synthesis, structure and solvatochromic properties of some novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone dyes. in Chemistry Central Journal. 2012;6.
doi:10.1186/1752-153X-6-71 .
Alimmari, Adel SA, Mijin, Dušan, Vukicevic, Radovan, Božić, Bojan, Valentić, Nataša V., Vitnik, Vesna, Vitnik, Željko, Ušćumlić, Gordana, "Synthesis, structure and solvatochromic properties of some novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone dyes" in Chemistry Central Journal, 6 (2012),
https://doi.org/10.1186/1752-153X-6-71 . .

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