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 (1f) and p-diphenylmethyltritylbenzene (3a) which are the products of competing SN 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.
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