Asymmetric hydrogenation of ketones with ruthenium complexes of rac- and enantiopure (S,S)-1,2-bis((diphenylphosphino)methyl)cyclohexane: A comparative study with rac- and (R)-BINAP

Academic Article

Abstract

  • Ruthenium(II) complexes of the type trans-[RuCl 2 -{1,2- bis((diphenylphosphino)methyl)cyclohexane}(diamine)]based on the inexpensive and easy-to-prepare rac- and (S,S)-1,2-bis-((diphenylphosphino)methyl) cyclohexaneform highly active and enantioselective catalysts for the asymmetric hydrogenation of a wide range of aryl and heteroaryl ketones, in most cases giving ee's that exceed those obtained with their BINAP counterparts. Although precatalysts based on 1,2-bis((diphenylphosphino)-methyl)cyclohexane slowly isomerize in solution to afford the thermodynamically favored isomer with a cis arrangement of chlorides, catalysts generated from both isomers afford similar enantioselectivities. © 2007 American Chemical Society.
  • Authors

    Published In

  • Organometallics  Journal
  • Digital Object Identifier (doi)

    Author List

  • Doherty S; Knight JG; Bell AL; Harrington RW; Clegg W
  • Start Page

  • 2465
  • End Page

  • 2468
  • Volume

  • 26
  • Issue

  • 9