title: Stable phosphonium sila-ylide with reactivity as a sila-Wittig reagent.
abstract: The silicon congeners of well-known phosphonium ylides have been considered only as short-lived reactive intermediates. We successfully synthesized a remarkably stable phosphonium sila-ylide. Its X-ray structure reveals a long Si-P bond and a strongly pyramidalized silicon center, indicating a very weak P-Si pi interaction. In addition, it exhibits an alpha,beta-ambiphilic character with a nucleophilic silicon center, similar to its carbon-congener phosphonium ylides. This property of the phosphonium sila-ylide allows its use as a sila-Wittig reagent with carbonyl derivatives.
authors.affiliation: Universite de Toulouse, UPS, LHFA, and CNRS, LHFA UMR 5069, F-31062 Toulouse, France.
authors.forename: David
authors.initials: D
authors.lastname: Gau
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Kato
authors.forename: Nathalie
authors.initials: N
authors.lastname: Saffon-Merceron
authors.forename: Fernando P
authors.initials: FP
authors.lastname: Cossío
authors.forename: Antoine
authors.initials: A
authors.lastname: Baceiredo