Alkaline cleavage reactions of tetraalkylphosphonium salts

KL Marsi, JE Oberlander

Index: Marsi,K.L.; Oberlander,J.E. Journal of the American Chemical Society, 1973 , vol. 95, p. 200 - 204

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Citation Number: 21

Abstract

Abstract: Several representative tetraalkylphosphonium salts have been decomposed with potassium hydroxide in 70z aqueous dimethyl sulfoxide, a solvent greatly enhancing the nucleophilic activity of the hydroxide ion. The effects of ring size of cyclic phosphonium salts on cleavage products and rates are clearly evident with ring opening paralleling ring strain. Alcohols have been discovered to accompany phosphine oxide formation, but no alkenes ...