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Fragmentation of Anion Radicals with Elimination of Aryloxy Groups

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Abstract

4-Vinylbenzyl phenyl ether, 4-phenylbenzyl phenyl ether, 1- and 2-naphthylmethyl phenyl ethers react with sodium thiophenolate under photochemical stimulation with replacement of the phenoxy group. The composition of reaction products and relation of reactivity to the structure of substrates is consistent with anion-radical mechanism. The corresponding methoxy and cyano derivatives do not undergo the reaction.

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Authors and Affiliations

  1. St. Petersburg State University, St. Petersburg, 198904, Russia

    A. S. Dneprovskii & I. V. Fedosov

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  1. A. S. Dneprovskii
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  2. I. V. Fedosov
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Dneprovskii, A.S., Fedosov, I.V. Fragmentation of Anion Radicals with Elimination of Aryloxy Groups. Russian Journal of Organic Chemistry 37, 1438–1443 (2001). https://doi.org/10.1023/A:1013456112725

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