Abstract
AbstractThe reaction of amide and amidate anions 2 with p‐toluenesulfonyl chloride (1) under different reaction conditions gives rise to the total or partial reduction of the acyl halide to p‐toluenesulfinic acid (5) and acylation compounds in variable amounts depending on the crowding at the anionic center. This indicates that a Single‐Electron Transfer (SET) mechanism is involved in the reactions of 1 with anions. Unpaired electron species are detected by ESR in the course of the reactions.
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