PhanePhos-ruthenium diamine

PhanePhos-ruthenium-diamine complexes catalyze the asymmetric hydrogenation of a wide range of aromatic, heteroaromatic, and cx,P-unsaturated ketones with high activity and excellent enantioselectivity (Burk, 2000). 

Manufacture of ruthenium precatalysts for asymmetric hydrogenation. The technology in-licensed from the JST for the asymmetric reduction of ketones originally employed BINAP as the diphosphine and an expensive diamine, DAIPEN." Owing to the presence of several patents surrounding ruthenium complexes of BINAP and Xylyl-BINAP, [HexaPHEMP-RuCl2-diamine] and [PhanePHOS-RuCl2-diamine] were introduced as alternative catalyst systems in which a cheaper diamine is used. Compared to the BINAP-based systems both of these can offer superior performance in terms of activity and selectivity and have been used in commercial manufacture of chiral alcohols on multi-100 Kg scales. 

Preparation of the JST class (see Section 12.3.4) of the ruthenium-diphosphine-diamine complex, [(PhanePhos)Ru(diamine)Cl2], produced highly active and enantioselective catalysts in the reduction of aryl methyl ketones (128, R = Me), as well as a,P-unsaturated ketones.162-163 Higher... 

Scheme 20.9 Structures of ruthenium-diamine catalysts with PhanePhos and HexaPhemp ligands.

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