Preparation of an optically active bis(diethylphosphino)biphenyl ligand designed for highly reactive catalytic processes

Shibata T; Tsuruta H; Danjo H; Imamoto T

Journal of Molecular Catalysis A-Chemical, Vol.196, No.1-2, 117-124, 2003

DOI10.1016/S1381-1169(02)00640-4 Export Citation

Preparation of an optically active bis(diethylphosphino)biphenyl ligand designed for highly reactive catalytic processes

Shibata T, Tsuruta H, Danjo H, Imamoto T

New optically active diphosphine ligands, (S)-2,2'-bis(diphenylphosphino)-3,3',4,4',5,5',6,6'-octamethylbiphenyl (2a) and (S)-2,2'-bis(diethylphosphino)-3,3',4,4',5,5',6,6'-octamethylbiphenyl (2c) were prepared via optical resolution of the corresponding phosphine oxides. The Rh complex of 2c proved efficient in the catalytic asymmetric hydrogenation of a dehydroamino acid derivative even at -50degreesC and gave 88% e.e. of hydrogenation product quantitatively. (C) 2002 Elsevier Science B.V. All rights reserved.

Keywords:optically active diphosphine ligand;electron-rich phosphine;axial chirality;diethylphosphino group;Rh-catalyzed asymmetric hydrogenation