C–H functionalization of azines. Anodic dehydroaromatization of 9-(hetero)aryl-9,10-dihydroacridines

Data on anodic dehydroaromatization of 9,10-dihydroacridines, bearing aryl and heteroaryl fragments, are presented. Effects of both electron-donating and electron-withdrawing substituents on the current–voltage characteristics of these compounds have been established. The experimental data proved to...

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Bibliographic Details
Published inRSC advances Vol. 6; no. 81; pp. 77834 - 77840
Main Authors Shchepochkin, A. V., Chupakhin, O. N., Charushin, V. N., Steglenko, D. V., Minkin, V. I., Rusinov, G. L., Matern, A. I.
Format Journal Article
LanguageEnglish
Published 01.01.2016
Subjects
Anodic
Aromatic compounds
Azines
Bearing
Conversion
Fragments
Mathematical analysis
Quantum chemistry
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Summary:Data on anodic dehydroaromatization of 9,10-dihydroacridines, bearing aryl and heteroaryl fragments, are presented. Effects of both electron-donating and electron-withdrawing substituents on the current–voltage characteristics of these compounds have been established. The experimental data proved to be in a good agreement with quantum chemical calculations. A simple and convenient method for the electrochemical conversion of dihydroacridines into the corresponding 9-(hetero)aryl- N -methylacridinium salts has been advanced.
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ISSN:2046-2069
2046-2069
DOI:10.1039/C6RA17783B