Selective Room-Temperature Hydrogenation of Amides to Amines and Alcohols Catalyzed by a Ruthenium Pincer Complex and Mechanistic Insight

Sayan Kar, Michael Rauch, Amit Kumar, Gregory Leitus, Yehoshoa Ben-David, David Milstein

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

We report a room-temperature protocol for the hydrogenation of various amides to produce amines and alcohols. Compared with most previous reports for this transformation, which use high temperatures (typically, 100-200 °C) and H2 pressures (10-100 bar), this system proceeds under extremely mild conditions (RT, 5-10 bar of H2). The hydrogenation is catalyzed by well-defined ruthenium-PNNH pincer complexes (0.5 mol %) with potential dual modes of metal-ligand cooperation. An unusual Ru-amidate complex was formed and crystallographically characterized. Mechanistic investigations indicate that the room-temperature hydrogenation proceeds predominantly via the Ru-N amido/amine metal-ligand cooperation.

Original languageEnglish
Pages (from-to)5511-5515
Number of pages5
JournalACS Catalysis
Volume10
Issue number10
DOIs
Publication statusPublished - May 15 2020

Keywords

  • amide
  • hydrogenation
  • metal-ligand cooperation
  • room-temperature
  • ruthenium amidate complex
  • ruthenium-pincer

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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