화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.131, No.25, 8762-8762, 2009
Stable Phosphonium Sila-ylide with Reactivity as a Sila-Wittig Reagent
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 TT 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.