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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.

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Authors and Affiliations

  1. Institute of Northern Water Problems, Karelian Research Center, Russian Academy of Sciences, pr. Aleksandra Nevskogo 50, Petrozavodsk, 185030, Russia

    A. V. Ryzhakov

  2. Petrozavodsk State University, pr. Lenina 33, Petrozavodsk, 185910, Russia

    V. P. Andreev

Authors
  1. A. V. Ryzhakov
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  2. V. P. Andreev
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Correspondence to V. P. Andreev.

Additional information

Original Russian Text © A.V. Ryzhakov, V.P. Andreev, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 4, pp. 526–528.

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Ryzhakov, A.V., Andreev, V.P. Reactivity of substituted benzoic acids and their complexes with 2,4,6-trinitrotoluene toward diphenyldiazomethane. Russ J Org Chem 52, 513–515 (2016). https://doi.org/10.1134/S1070428016040059

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  • DOI: https://doi.org/10.1134/S1070428016040059

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