The Reactions of Phenylmagnesium Halides with Seleninyl Chloride, Diphenyl Selenoxide, and Dibromodiphenylselenium

Abstract

Abstract Triphenylselenonium halides were readily prepared in good yields by the one-step reaction of seleninyl chloride with phenylmagnesium halides, followed by treatment with hydrogen halides. The yields of triphenylselenonium halides are markedly affected by the molar ratio of seleninyl chloride to the phenylmagnesium halides. In order to interpret the above results, some probable intermediates, such as diphenyl selenoxide, dibromodiphenylselenium, and diphenyl selenide, were investigated by allowing them to react with the phenylmagnesium halides. A pathway which consists of competitive and successive reactions is discussed.