4.8 Article

Hydrogenation of Nitriles and Ketones Catalyzed by an Air-Stable Bisphosphine Mn(I) Complex

Journal

ORGANIC LETTERS
Volume 20, Issue 22, Pages 7212-7215

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03132

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Funding

  1. Austrian Science Fund (FWF) [P29584-N28]
  2. Austrian Science Fund (FWF) [P29584] Funding Source: Austrian Science Fund (FWF)

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Efficient hydrogenations of nitriles and ketones with molecular hydrogen catalyzed by a well-defined bench-stable bisphosphine Mn(I) complex are described. These reactions are environmentally benign and atomically economic, implementing an inexpensive, earth-abundant nonprecious metal catalyst. A range of aromatic and aliphatic nitriles and ketones were efficiently converted into primary amines and alcohols, respectively, in good to excellent yields. The hydrogenation of nitriles proceeds at 100 degrees C with catalyst loading of 2 mol % and 20 mol % base (t-BuOK), while the hydrogenation of ketones takes place already at 50 degrees C, with a catalyst loading of 1 mol % and 5 mol % of base. In both cases, a hydrogen pressure of 50 bar was applied.

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