Palladium-catalyzed vinylation of aryl chlorides. Chelate effect in catalysis

Y. Ben-David, M. Portnoy, M. Gozin, David Milstein

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Abstract

By use of the dippb ligand (dippb = 1,4-bis-(diisopropylphosphino)butane) it is possible to effect the synthetically useful Pd-catalyzed direct vinylation of aryl chlorides; the reaction tolerates various substituents and generally results in high yields. The reaction is very sensitive to the nature of the chelating ligand, probably as a result of the need for chelate opening to allow olefin coordination and chelate closure to promote insertion. Monophosphines are ineffective. A mechanistic scheme is presented.

Original languageEnglish
Pages (from-to)1995-1996
Number of pages2
JournalOrganometallics
Volume11
Issue number6
Publication statusPublished - 1992

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ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

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