Manganese(I)-Catalyzed Enantioselective Hydrogenation of Ketones Using a Defined Chiral PNP Pincer Ligand

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

Research output: Contribution to journalArticlepeer-review

168 Scopus citations

Abstract

A new chiral manganese PNP pincer complex is described. The asymmetric hydrogenation of several prochiral ketones with molecular hydrogen in the presence of this complex proceeds under mild conditions (30–40 °C, 4 h, 30 bar H2). Besides high catalytic activity for aromatic substrates, aliphatic ketones are hydrogenated with remarkable selectivity (e.r. up to 92:8). DFT calculations support an outer sphere hydrogenation mechanism as well as the experimentally determined stereochemistry.

Original languageEnglish
Pages (from-to)11237-11241
Number of pages5
JournalAngewandte Chemie International Edition in English
Volume56
Issue number37
DOIs
StatePublished - 4 Sep 2017
Externally publishedYes

Keywords

  • asymmetric hydrogenation
  • chiral alcohols
  • chiral pincer ligands
  • ketones
  • manganese

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