An Efficient Diphosphine/Hybrid-Amine Combination for Ruthenium(II)-Catalyzed Asymmetric Hydrogenation of Aryl Ketones

被引:38
作者
Li, Yuehui [1 ]
Zhou, Yougui [2 ]
Shi, Qixun [1 ]
Ding, Kuiling [1 ]
Noyori, Ryoji [3 ,4 ]
Sandoval, Christian A. [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] Enantiotech Corp Ltd, Zhongshan Torch Hi Tech Ind Dev Zone, Zhongshan, Guangdong, Peoples R China
[3] Nagoya Univ, Dept Chem, Nagoya, Aichi 4648601, Japan
[4] Nagoya Univ, Res Ctr Mat Sci, Nagoya, Aichi 4648601, Japan
基金
中国国家自然科学基金;
关键词
alcohols; asymmetric catalysis; hydrogenation; N ligands; ruthenium; LIGAND BIFUNCTIONAL CATALYSIS; RUTHENIUM HYDRIDE COMPLEXES; CARBONYL-COMPOUNDS; BINAP/1,2-DIAMINE-RUTHENIUM(II) COMPLEXES; ENANTIOSELECTIVE HYDROGENATION; STEREOSELECTIVE HYDROGENATION; AMINOPHOSPHINE LIGANDS; AROMATIC KETONES; ALKYL KETONES; REDUCTION;
D O I
10.1002/adsc.201000577
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Readily available and modular hybrid amine/benzimidazole-based 1H-benzimidazole-2-methanamine (BIMA) ligands in combination with 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino) butane (DIOP) afford efficient catalytic systems for the ruthenium(II)-catalyzed asymmetric hydrogenation (AH) of a number of aryl ketones. The AH proceeds smoothly with substrate-to-catalyst (S/C) molar ratios of up to 100,000 (TOF of 6500 h(-1), 8 atm) giving chiral alcohols in up to 99% ee.
引用
收藏
页码:495 / 500
页数:6
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