Journal of Molecular Catalysis A-Chemical, Vol.218, No.2, 153-156, 2004
A new efficient chiral iridium catalyst for asymmetric transfer hydrogenation of ketones
The interaction of [Ir(COD)Cl](2) with chiral tetradentate diaminodiphosphine ligands gave chiral diaminodiphosphine-Ir(I) complexes, which were characterized by IR, NMR and CD. The new chiral iridium(l) complex catalysts were applied to asymmetric transfer hydrogenation of various aromatic ketones using 2-propanol as a source of hydrogen. The results showed that the corresponding chiral alcohols could be obtained with high activity (up to 99.4% yield) and excellent enantioselectivities (up to 99.0% ee) under mild conditions. Propiophenone was a preferred substrate with respect to catalytic activity and enantioselectivity in the presence of base. The catalytic turnover reached 4780 mol product/mol iridium and the turnover frequency was as high as 1593 h(-1) at 55degreesC. (C) 2004 Elsevier B.V. All rights reserved.
Keywords:chiral ligand;chiral iridium complex;asymmetric transfer hydrogenation;aromatic ketone;chiral alcohol