主催: 日本薬学会化学系薬学部会
Reaction of aryllithiums with tetrachlorosilane gave monoaryltrichlorosilanes, which were treated with other aryllithiums to afford diaryldichlorosilanes. After halogen exchange reaction using cupric fluoride, treatment of the resulting diaryldifluorosilanes with alkynyllithium followed by the similar reaction with other alkynyllithiums furnished the corresponding different kinds of alkynyl-substituted dialkynyldiarylsilanes. Treatment of the different kinds of alkynyl-substituted dialkynyldiarylsilanes with zirconocene-ethylene complex followed by acidification with 3N HCl gave regio- and stereoselectively the corresponding silacyclobutenes in good yields. Desilylation of the silacyclobutenes with tetrabutylammonium fluoride afforded stereoselectively unsymmetrical conjugated (1E,3E)-dienes and -trienes in excellent yields.