New biscyanine dye based on 1-{2-oxo-2-[4-(2-oxo-2H-chromen-3-yl)phenyl]ethyl}-4-methylpyridinium bromide. Electron transitions and electronic spectra

New biscyanine dye, 4-{2-[4-(dimethylamino)phenyl]ethenyl}-1-{2-[4-(dimethylamino)phenyl]-1-[4-(2-oxo-2 H -chromen-3-yl)benzoyl]ethenyl}pyridinium bromide, has been prepared via condensation of 4-dimethylaminobenzaldehyde with 4-methyl-1-{2-oxo-2-[4-(2-oxo-2 H -chromen-3-yl)phenyl]ethyl}pyridinium b...

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Bibliographic Details
Published in:Russian journal of general chemistry 2014-11, Vol.84 (11), p.2114-2119
Main Authors: Yelenich, O. V., Skrypska, O. V., Lytvyn, R. Z., Neshchadin, A. O., Obushak, M. D., Kachkovskii, A. D., Yagodinets, P. I.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Summary:New biscyanine dye, 4-{2-[4-(dimethylamino)phenyl]ethenyl}-1-{2-[4-(dimethylamino)phenyl]-1-[4-(2-oxo-2 H -chromen-3-yl)benzoyl]ethenyl}pyridinium bromide, has been prepared via condensation of 4-dimethylaminobenzaldehyde with 4-methyl-1-{2-oxo-2-[4-(2-oxo-2 H -chromen-3-yl)phenyl]ethyl}pyridinium bromide. The latter has been synthesized via the Meerwein reaction of coumarin with 4-acetylphenyldiazonium chloride with subsequent bromination and quaternization of the formed α-bromoketone under the action of 4-methylpyridine. Electronic spectra are analyzed, and quantum-chemical simulation of possible isomers of the biscyanine dye has been performed.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363214110127