Transition-metal-catalyzed C-C bond formation via C-H activation. Intermolecular hydroacylation: The addition of aldehydes to alkenes

Todd B. Marder, D. Christopher Roe, David Milstein

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Abstract

The indenyl complex [(η5-C9H7)Rh(η2-C 2H4)2] (1) is a catalyst for intermolecular hydroacylation, the addition of aldehydes to alkenes. Aldehyde decarbonylation is not a significant process with aromatic aldehydes and 1. The model system PhCHO + C2H4 gives propiophenone cleanly with turnover rates of up to ca. 4 h-1 at 100°C and 1000 psi charge of C2H4. Deuterium-labeling studies were conducted by in situ 2H NMR spectroscopy under catalytic conditions using a specially designed high-pressure NMR tube. Other aldehydes and formates also add to ethylene using 1.

Original languageEnglish
Pages (from-to)1451-1453
Number of pages3
JournalOrganometallics
Volume7
Issue number6
Publication statusPublished - 1988

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ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

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