Reactivity of substituted benzoic acids and their complexes with 2,4,6-trinitrotoluene toward diphenyldiazomethane


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Abstract

The reactions of 2,4-dihydroxybenzoic and 4-aminobenzoic acids with diphenyldiazomethane are accelerated in the presence of 2,4,6-trinitrotoluene as π-acceptor. The catalytic effect of the latter is determined by the formation of charge-transfer complexes with the acids, which facilitates proton abstraction and stabilizes the corresponding anions.

About the authors

A. V. Ryzhakov

Institute of Northern Water Problems, Karelian Research Center

Email: andreev@psu.karelia.ru
Russian Federation, pr. Aleksandra Nevskogo 50, Petrozavodsk, 185030

V. P. Andreev

Petrozavodsk State University

Author for correspondence.
Email: andreev@psu.karelia.ru
Russian Federation, pr. Lenina 33, Petrozavodsk, 185910

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