Iridium and rhodium complexes with the planar chiral thioether ligands in asymmetric hydrogenation of ketones and imines

Ekaterina Kozinets (1, 2) , G. Silantyev (1) , N. Belkova (1) , E. Shubina (1) , Rinaldo Poli (2) , E. Manoury (2)

1 INEOS - A. N. Nesmeyanov Institute of Organoelement Compounds
2 LCC - Laboratoire de chimie de coordination

Rhodium complexes with the planar chiral phosphinoferrocenyl thioether ligands [Rh(P,SR)(diene)X] (R = Me, But, Ph, Bn, diene is cyclooctadiene (COD) or norbornadiene (NBD), X = Cl, BF4) catalyze hydrogenation of ketones, imines, and heteroaromatic compounds; in the case of acetophenone, the enantioselectivity reached 60% ee. Similar iridium complexes demonstrate a good activity in the hydrogenation of imines, the maximal enantioselectivity in the case of N-phenyl-N-(1-phenylethylidene)amine was about 40% ee.

Mots clés: Diphenylphosphinoferrocenyl thioether ligands; Metal complex catalysis; Rhodium and iridium complexes; Asymmetric hydrogenation

Domaines: Chimie de coordination

Ekaterina Kozinets, G. Silantyev, N. Belkova, E. Shubina, Rinaldo Poli, et al.. Iridium and rhodium complexes with the planar chiral thioether ligands in asymmetric hydrogenation of ketones and imines. Russian Chemical Bulletin, 2013, 62 (3), pp.751-757. ⟨10.1007/s11172-013-0102-5⟩. ⟨hal-02908038⟩