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Synthesis and physico-chemical properties of highly conjugated azo-aromatic moieties at C3-position of azulene

Domenii publicaţii > Chimie + Tipuri publicaţii > Articol în revistã ştiinţificã

Autori: Alexandru C. Razus, Simona Nica, Liliana Cristian, Matei Raicopol, Liviu Birzan, Andreea Eugenia Dragu

Editorial: Elsivier, Dyes and Pigments, 91, p.55-61, 2011.


Highly conjugated azo-aromatic systems have been prepared in high to moderate yields by linking mono- and bis-azo aromatic fragments to 4-(Rn-azulen-1-yl)-2,6-dimethyl-pyridine. The synthesized p-extended systems have been studied by NMR spectroscopy, UV-Vis and electrochemistry. Systematic increase of the conjugation along the azobenzene skeleton has affected the spectral properties of the azophenyl substituted 4-(azulen-1-yl)-pyridine. The synthesized compounds exhibit a bathochromic shift of the visible absorption maxima with the increase of the conjugating skeleton and introduction of an electron- ithdrawing group. The electrochemical behavior revealed a high stability toward oxidation owing to the higher polarization induced by the azulenyl-pyridine moiety.

Cuvinte cheie: Arylazo chromophores, Diazene azulenylpyridine, UV-Vis spectroscopy, Solvatochromism, Electrochemistry, Pushepull compounds