Hydrogenation of aromatic ketones catalyzed by (η5-C5(CH3)5)Ru complexes bearing primary amines

Masato Ito, Makoto Hirakawa, Kunihiko Murata, Takao Ikariya

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166 Citations (Scopus)

Abstract

The rapid hydrogenation of simple aromatic ketones is accomplished by using a combination of (η5-C5(CH3)5)Ru complexes and primary amines as a catalyst in 2-propanol. In particular, 1,2-diamines with primary and tertiary amino groups at both ends exhibit a significant ligand acceleration effect. Isotope-labeling experiments using D2 and 2-propanol-dn reveal that 2-propanol participates in the activation of H2 based on a metal/NH bifunctional effect to facilitate the hydrogenation. Asymmetric hydrogenation of prochiral simple ketones with the chiral version of the catalysts provides optically active secondary alcohols with up to 95% ee.

Original languageEnglish
Pages (from-to)379-381
Number of pages3
JournalOrganometallics
Volume20
Issue number3
DOIs
Publication statusPublished - Feb 5 2001
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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