Benzoid-Quinoid Tautomerism of Schiff Bases and Their Structural Analogs: LI. Photoacylotropic Enaminoketones with a Fluorophoric Migrant View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2001-09

AUTHORS

V. P. Rybalkin, L. L. Popova, A. D. Dubonosov, E. N. Shepelenko, Yu. V. Revinskii, V. A. Bren', V. I. Minkin

ABSTRACT

The acylation of ortho-substituted (R = OH, OMe, NHTs) 2-arylaminomethylene-2,3-dihydro- benzo[b]thiophen-3-ones with (4-methyl-2-oxobenzo[b]pyran-7-yloxy)acetyl chloride results in formation of the corresponding N-acyl enaminoketones. The same reaction with 2-(2-hydroxyphenylaminomethylene)-2,3- dihydrobenzo[b]thiophen-3-one gives rise to a tautomeric mixture of acyloxyphenyl and N-acyl enaminoketone isomers. Irradiation at a wavelength corresponding to the absorption region of the N-acyl enaminoketone isomer leads to N→O acyl group transfer to afford O-acylated isomer. The complex formation ability of all tautomeric forms with respect to Zn2+ and Ni2+ cations and their fluorescence properties were studied. More... »

PAGES

1318-1322

Identifiers

URI

http://scigraph.springernature.com/pub.10.1023/a:1013143924110

DOI

http://dx.doi.org/10.1023/a:1013143924110

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1016935186


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