Single-electron-transfer-initiated thermal reactions of arylmethyl halides. Part 11. 1 the reaction of trityl halides with sodium methoxide in 2,2-dimethoxypropane

Péter Huszthy, Kárply Lempert, Gyula Simig

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11 Citations (Scopus)

Abstract

Trityl chloride (1a) and bromide (1b) furnish with sodium methoxide in 2,2-dimethoxypropane, in addition to several minor products, mixtures of the substitution products methyl trityl ether (1c) and p-methoxytriphenylmethane (2a), and of the reduction products triphenylmethane (If) and p-diphenylmethyltritylbenzene (3a) which are the products of competing S N and single-electron-transfer-initiated processes. Compound (1c) is suggested to be formed via two successive SN′ processes rather than by either the SN1 or SN2 mechanisms which are both disfavoured under the experimental conditions applied.

Original languageEnglish
Pages (from-to)1323-1329
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number9
Publication statusPublished - Dec 1 1985

ASJC Scopus subject areas

  • Chemistry(all)

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