Reactions of phosphorus compounds. Part XXIII. Preparation and reactions of several α-substituted vinylphosphonium salts

Abstract

Isopropenylmethyldiphenylphosphonium iodide (1) and triphenyl-1-phenylvinylphosphonium bromide (5) have been prepared and characterized. Their reactivity with alcohols and amines has been compared with that of triphenylvinylphosphonium bromide. Evidence is presented for the formation of an allylically stabilized anion upon treatment of the salt (1) with base. Treatment of the salt (5) with piperidine results in a cleavage reaction.