Nucleophilic substitution of acyl chlorides by electrogenerated polysulfide ions in N, N-dimethylacetamide

J Robert, M Anouti, M Abarbri, J Paris

文献索引：Robert, Julie; Anouti, Meriem; Abarbri, Mohamed; Paris, Jacky Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 9 p. 1759 - 1764

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摘要

The reactions between acyl chlorides RC (O) Cl (a)[R= Me (1), Pri (2), But (3), Ph (4)] and electrogenerated S3˙-(⇌ S62-) ions have been investigated in N, N-dimethylacetamide by spectroelectrochemistry. With R= alkyl, thiocarboxylate ions and sulfur resulting from the fast initial substitutions cause partial formation of both acyl disulfide ions and diacyl disulfides (b) at ay ratio [RC (O) Cl]/[S3˙-] of 0.5; the second step stoichiometrically (y= 1) affords diacyl ...