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Mechanism of the photochemical reactions of substituted benzoquinones

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Abstract

Photoreactions of 2,6-dimethyl-, 2,6-di-tert-butyl-, and 2,6-diphenyl-1,4-benzoquinones with alcohols, organic acids, thioalcohols, amines (primary, secondary, and tertiary), cyclic ethers, tri- and tetraethoxysilanes are accompanied by the effect of chemical polarization of nuclei (CINDP) and lead, along with the formation of hydroquinones, to bicyclic and tricyclic structures and the products of radical substitution in the aromatic ring. The mechanisms of elementary photoreactions were elucidated. The intermediate excited states and radical structures were considered. For the first time permanent generation of radio waves in the course of the reversible photochemical reaction of substituted 1,4-benzoquinones with alcohols was detected.

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Authors and Affiliations

  1. Volgograd State Technical University, pr. Lenina 28, Volgograd, 400131, Russia

    V. I. Porhun & A. I. Rakhimov

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  1. V. I. Porhun
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  2. A. I. Rakhimov
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Correspondence to V. I. Porhun.

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Original Russian Text © V.I. Porhun, A.I. Rakhimov, 2011, published in Zhurnal Obshchei Khimii, 2011, Vol. 81, No. 5, pp. 801–824.

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Porhun, V.I., Rakhimov, A.I. Mechanism of the photochemical reactions of substituted benzoquinones. Russ J Gen Chem 81, 890–912 (2011). https://doi.org/10.1134/S1070363211050112

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  • DOI: https://doi.org/10.1134/S1070363211050112

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