Asymmetric transfer hydrogenation of ketones promoted by manganese(I) pre-catalysts supported by bidentate aminophosphines

Karim Azouzi (1) , Antoine Bruneau-Voisine (2) , Laure Vendier (1) , Jean-Baptiste Sortais (1) , Stéphanie Bastin (1)

1 LCC - Laboratoire de chimie de coordination
2 ISCR - Institut des Sciences Chimiques de Rennes

A series of commercially available chiral amino-phosphines, in combination with Mn(CO)5Br, has been evaluated for the asymmetric reduction of ketones, using isopropanol as hydrogen source. With the most selective ligand, the corresponding manganese complex was synthesized and fully characterized. A series of ketones (20 examples) was hydrogenated in the presence of 0.5 mol% of the manganese pre-catalyst at 30 °C, affording the chiral alcohols in high yields with enantiomeric excesses up to 99%.

Keywords: Chiral aminophosphine ligands; Ketones; Manganese; Reduction; Transfer hydrogenation

Domains: Chemical Sciences; Catalysis

Karim Azouzi, Antoine Bruneau-Voisine, Laure Vendier, Jean-Baptiste Sortais, Stéphanie Bastin. Asymmetric transfer hydrogenation of ketones promoted by manganese(I) pre-catalysts supported by bidentate aminophosphines. Catalysis Communications, 2020, 142, pp.106040. ⟨10.1016/j.catcom.2020.106040⟩. ⟨hal-02638441⟩