Enantioselective Hydrogenation of Ketones using Different Metal Complexes with a Chiral PNP Pincer Ligand

Marcel Garbe, Zhihong Wei, Bianca Tannert, Anke Spannenberg, Haijun Jiao, Stephan Bachmann, Michelangelo Scalone, Kathrin Junge, Matthias Beller

Research output: Contribution to journalArticlepeer-review

37 Scopus citations

Abstract

The synthesis of different metal pincer complexes coordinating to the chiral PNP ligand bis(2-((2R,5R)-2,5-dimethyl-phospholanoethyl))amine is described in detail. The characterized complexes with Mn, Fe, Re and Ru as metal centers showed good activities regarding the reduction of several prochiral ketones. Comparing these catalysts, the non-noble metal complexes produced best selectivities not only for aromatic substrates, but also for different kinds of aliphatic ones leading to enantioselectivities up to 99% ee. Theoretical investigations elucidated the mechanism and rationalized the selectivity. (Figure presented.).

Original languageEnglish
Pages (from-to)1913-1920
Number of pages8
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number8
DOIs
StatePublished - 16 Apr 2019
Externally publishedYes

Keywords

  • Asymmetric Catalysis
  • Asymmetric Hydrogenation
  • Chiral Alcohols
  • Chiral Pincer
  • Prochiral Ketones

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