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

Wylie S. Palmer, Keith 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

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Alkynes
Palladium
alkynes
palladium
cycles
Electrons
electrons
catalysts
Catalysts
evaluation
products
Experiments

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Palladium-catalyzed reactions of Di-tert-butylsiliranes with electron-deficient alkynes and investigations of the catalytic cycle. / Palmer, Wylie S.; Woerpel, Keith.

In: Organometallics, Vol. 20, No. 17, 20.08.2001, p. 3691-3697.

Research output: Contribution to journalArticle

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