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

ABSTRACT:

Unlabelled

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, 1H NMR and 13C 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.

SUBMITTER: Alimmari A

PROVIDER: S-EPMC3537587 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

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

Alimmari Adel A Mijin Dušan D Vukićević Radovan R Božić Bojan B Valentić Nataša N Vitnik Vesna V Vitnik Zeljko Z Ušćumlić Gordana G

Chemistry Central journal 20120723 1

<h4>Unlabelled</h4><h4>Background</h4>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.<h4>Results</h4>The structure of the dyes was confirmed by UV-vis, FT-IR, 1H NMR and 13C NMR spectroscopic techniques and elemental analysis. The solvatochromic behavior of the dyes was evaluated with respect to their visible absorption properties in vari ...[more]

PMID: 22824496

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