Reaction of trialkyl(dibromomethyl)silanes or 1,2-bis(dibromomethyl)benzene with triorganomanganates. A facile and selective synthesis of alkenylsilanes and 1,2-diaryl-1,2-dihydrobenzocyclobutenes

Article abstract of DOI:10.1246/bcsj.73.2139

Treatment of trialkyl(dibromomethyl)silanes with trialkylmanganates, derived from manganese(II) chloride and three molar amounts of Grignard reagents or alkyllithiums, provided (E)-1-trialkylsilyl-1-alkenes with high stereoselectivity in good yields. The reaction of trialkyl(dibromomethyl)silanes with alkylmagnesium halides proceeded in the presence of a catalytic amount of manganese(II) chloride. Treatment of 1,2-bis(dibromomethyl)benzene with triphenylmanganate gave 1,2-diphenyl-1,2-dihydrobenzocyclobutene.