The synthesis, characterization and optical properties of novel pyrido[1,2- a]benzimidazole derivatives

A series of novel, substituted, pyrido[1,2- a]benzimidazole derivatives were synthesized using a novel tandem annulation reaction between 2-acylbenzimidazole derivatives and 4-bromobut-2-enoic esters under mild conditions. The compounds were characterized using IR, 1H NMR, 13C NMR and HRMS; the crys...

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Bibliographic Details
Published in:Dyes and pigments 2011-03, Vol.88 (3), p.344-349
Main Authors: Ge, Yan Qing, Jia, Jiong, Yang, He, Tao, Xu Tang, Wang, Jian Wu
Format: Article
Language:English
Subjects:
Crystal structure
Derivatives
Emission
Esters
Fluorescence
Imidazo[1,2- a]pyridine
Maxima
Nitrogen-bridgehead
Nuclear magnetic resonance
Pyrido[1,2- a]benzimidazole
Spectral emissivity
Synthesis
UV absorption
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Summary:A series of novel, substituted, pyrido[1,2- a]benzimidazole derivatives were synthesized using a novel tandem annulation reaction between 2-acylbenzimidazole derivatives and 4-bromobut-2-enoic esters under mild conditions. The compounds were characterized using IR, 1H NMR, 13C NMR and HRMS; the crystal structure of 2,7,8-trimethyl-3-ethoxycarbonyl-4-phenylpyrido[1,2- a]benzimidazole was determined as orthorhombic. The absorbance and fluorescence spectra of the pyrido[1,2- a]benzimidazoles were measured in dichloromethane; an intense absorption maxima was observed at 250 nm and emission maxima were noted at 460 nm. The absorption spectra and fluorescence characteristics of the pyrido[1,2- a]benzimidazole derivatives revealed that a phenyl and a methyl group attached to the pyrido[1,2- a]benzimidazole ring markedly influenced maximum emission.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2010.08.005