Abstract

Abstract Alkyl phenyl sulfilimines, benzyl phenyl sulfilimine and the corresponding sulfoximines were found to exchange their α-hydrogens with deuteriums in heavy water when the medium was alkaline. No exchange was observed when the medium was acidic or neutral. The rates of exchange in a sulfilimine were greater than those of the corresponding sulfoximine. The kinetics of these H-D exchange reactions were investigated by use of pyridine as a catalyst, and the reaction mechanism was discussed.

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