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Asymmetric transfer hydrogenation of prochiral ketones catalyzed by chiral ruthenium complexes with aminophosphine ligands

高景星Jing-xing Gao a) Pian-pian Xu a Xiao-dong Yi a Chuan-bo Yang a Hui Zhang a Shou-heng Cheng a Hui-lin Wan a Khi-rui Tsai a Takao Ikariya b

Journal of Molecular Catalysis A: Chemical 147, 1999. 105-111,-0001,():

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摘要/描述

The condensation of (S)-propane-1, 2-diamine with two equivalents of o- (diphenylphosphino) benzaldehyde gives (S)-N, N'-bis[o-(diphenylphosphino) benzylidenexpropane-1, 2-diaminew [(S)-1] ligand. The reduction of (S)-1 with excess NaBH4 is carried out in refluxing ethanol to afford corresponding (S)-N, N'-bis [o-(diphenylphosphino) benzylxpropane-1, 2-diamine [(S)-2]. The interaction of trans-RuCl2(DMSO)4 with one equivalent of (S)-1 or (S)-2 in refluxing toluene gives (S)-3 or (S)-4 in good yield, respectively. (S)-1, (S)-2, (S)-3 and (S)-4 have been fully characterized by analytical and spectroscopic methods. The structure of (R)-3 has been also established by an X-ray diffraction study. Catalytic studies showed that (S)-4 as an excellent catalyst precursor for the asymmetric transfer hydrogenation of acetophenone with 90% yield and up to 91% enantiomeric excess.

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