The importance of phosphine-to-rhodium ratios in enantioselective hydroborations

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Abstract

Catalyzed hydroborations of several 1,1-disubstituted aryl alkenes were studied. Formation of tertiary alcohols (after oxidation) was favored when high phosphine-to-rhodium ratios were used. Enantioselective variants of this process can give chiral primary and tertiary alcohols with different enantioselectivities indicative of mechanistic differences. Measurements of product optical yields as a function of optical purities of the catalyst gave a linear correlation. The mechanistic implications of these data are discussed.

Original languageEnglish (US)
Pages (from-to)93-98
Number of pages6
JournalInorganica Chimica Acta
Volume220
Issue number1-2
DOIs
StatePublished - Jun 1 1994

Keywords

  • Catalysis
  • Enantioselectivity
  • Hydroboration
  • Phosphine complexes
  • Rhodium complexes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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