Simple 1,3-diamines and their application as ligands in ruthenium(II) catalysts for asymmetric transfer hydrogenation of aryl ketones

摘要: In this research work simple unsymmetrical 1,3-diamines were studied. The synthesis of the diamines started from non-commercial available compounds. S-5a and S,S-5c obtained by biocatalysis with non conventional yeast, Rhodotorula rubra MIM 147, excellent 99% e.e. d.e. up to 90%. Different approaches applied same backbone study both steric electronic effects ligands. reactivity corresponding ruthenium complexes was evaluated in asymmetric hydrogen transfer reduction acetophenone as a standard substrate other different aryl ketones, highlighting flexibility six membered chelating ring. A screening reaction conditions indicated aqueous media presence HCOONa donor be best system for overcoming lack stereocontrol thus allowing us obtain 56% complex which ligand diamine 1, revealed terms stereoselectivity also particular α-tetralone, i (63% e.e.).