Journal of Organometallic Chemistry

geminal-dehalosilylation of α-halo-β, β-dimethylvinyltrimethylsilanes: generation of isopropylidene carbene

RF Cunico, YK Han

Index: Cunico,R.F.; Han,Y.-K. Journal of Organometallic Chemistry, 1978 , vol. 162, p. 1 - 16

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Citation Number: 34

Abstract

Abstract Treatment of α-chloro-or α-bromo-β, β-dimethylvinyltrimethylsilane with anhydrous tetramethylammonium fluoride (TMAF) in diglyme containing olefins led to isopropylidenecyclopropanes. A stepwise geminal dehalosilylation leading to isopropylidene carbene appears to be involved. The carbene is a species of low electrophilicity (ϱ 0.41) and reacts stereospecifically with 2-butene. The substrates α- ...