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

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37 Citations (Scopus)
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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
Early online date21 Apr 2020
DOIs
Publication statusPublished - 15 May 2020

Keywords

  • Amide
  • Hydrogenation
  • Metal-ligand cooperation
  • Ruthenium-pincer
  • Room-tempature
  • Ruthenium amidate complex

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