Palladium-catalyzed reactions of Di-tert-butylsiliranes with electron-deficient alkynes and investigations of the catalytic cycle

Wylie S. Palmer, K. A. Woerpel

Research output: Contribution to journalArticle

Abstract

Siliranes undergo palladium-catalyzed reactions with alkynes to give a variety of silacycles depending upon the alkyne. When terminal and electron-poor alkynes (DMAD and methyl 2-butynoate) are employed, silole formation is favored. Silirenes are formed preferentially when more electron-rich internal alkynes are involved. Control experiments provide evidence that palladium(0) species are the active catalysts. By evaluation of product distributions in these reactions, a catalytic cycle that accounts for the production of all silacycles can be proposed.

Original languageEnglish (US)
Pages (from-to)3691-3697
Number of pages7
JournalOrganometallics
Volume20
Issue number17
DOIs
StatePublished - Aug 20 2001

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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