Chiral calix[4]arene-based diphosphites as ligands in the asymmetric hydrogenation of prochiral olefins

Angelica Marson, Zoraida Freixa, Paul C. J. Kamer, Piet W. N. M. van Leeuwen

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

Chiral calixarene-based diphosphite ligands 3a-d have been obtained via lower-rim functionalisation of the p-tert-butylcalix[4]arene core. High enantiomeric excesses (up to 94 %) and good activities were obtained in the rhodium-catalyzed asymmetric hydrogenation of prochiral olefins with TADDOL-containing diphosphites 3c,d. This is the first example of chiral calix[4]arene-modified ligands that induce high enantioselectivity in metal-catalysed asymmetric reactions.

Original languageEnglish
Pages (from-to)4587-4591
Number of pages5
JournalEuropean Journal of Inorganic Chemistry
DOIs
Publication statusPublished - Oct 2007

Keywords

  • homogeneous catalysis
  • stereoselective catalysis
  • asymmetric hydrogenation
  • calixarenes
  • diphosphites
  • RHODIUM-CATALYZED HYDROFORMYLATION
  • ENANTIOSELECTIVE CATALYSIS
  • PHOSPHORUS LIGANDS
  • NBD PRECATALYSTS
  • COMPLEXES
  • PHOSPHITES
  • 1-OCTENE
  • TADDOL
  • COD
  • REGIOSELECTIVITY

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