Ontology type: schema:ScholarlyArticle
2007-04
AUTHORSE. N. Shepelenko, A. V. Tsukanov, Yu. V. Revinskii, A. D. Dubonosov, V. A. Bren’, V. I. Minkin
ABSTRACT4-Aryl(alkyl)iminomethyl-5-hydroxy-and 4-aryl(alkyl)iminomethyl-5-hydroxy-6-nitro-2,3-diphenyl-1-benzofurans were synthesized and were shown to exist in solution as equilibrium mixtures of benzoid and quinoid tautomers. The fraction of the quinoid form increases with rise in the solvent polarity and in going from N-aryl to N-alkyl derivatives; introduction of an electron-acceptor substituent (nitro group) into the 6-position of the benzofuran system also favors formation of the quinoid tautomer. Complex formation of alkali and alkaline-earth metal cations with the 5-hydroxy-6-nitro-2,3-diphenyl-1-benzofuran-4-carbaldehyde imine having a benzo-15-crown-5 fragment on the nitrogen atom is accompanied by specific changes in the luminescence spectrum and in the state of tautomeric equilibrium, so that this system may be regarded as tautomeric fluorogenic chemosensor for metal cations. More... »
PAGES559-563
http://scigraph.springernature.com/pub.10.1134/s1070428007040124
DOIhttp://dx.doi.org/10.1134/s1070428007040124
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