Cobalt-Catalyzed Asymmetric Hydrogenation of C=N Bonds Enabled by Assisted Coordination and Nonbonding Interactions

Yanhua Hu, Zhenfeng Zhang, Jian Zhang, Yangang Liu, Ilya D. Gridnev, Wanbin Zhang

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

An efficient cobalt-catalyzed asymmetric hydrogenation of C=N bonds has been realized. Chiral hydrazines were obtained in high yields and with excellent enantioselectivities (95–98 % ee). The hydrogenation went smoothly at up to 2000 substrate/catalyst and on a gram scale. The success of this reaction relies on the presence of an NHBz group in the substrates, with the reactivity and enantioselectivity improved by an assisted coordination to the cobalt atom and a nonbonding interaction with the ligand. Furthermore, this reaction has practical applications for the synthesis of several useful chiral nitrogen-containing compounds.

Original languageEnglish
Pages (from-to)15767-15771
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number44
DOIs
Publication statusPublished - 2019 Oct 28

Keywords

  • asymmetric hydrogenation
  • chiral amines
  • cobalt
  • hydrazines
  • hydrazones

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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