Ru(II) Complexes of N-Alkylated TsDPEN Ligands in Asymmetric Transfer Hydrogenation of Ketones and Imines

被引:141
作者
Martins, Jose E. D. [1 ]
Clarkson, Guy J. [1 ]
Wills, Martin [1 ]
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
基金
英国工程与自然科学研究理事会;
关键词
HYDROXYCYCLOPENTADIENYL RUTHENIUM HYDRIDE; ALCOHOL)-CATALYZED TRANSFER HYDROGENATION; FORMIC-ACID; BIFUNCTIONAL CATALYSIS; EXPERIMENTAL SUPPORT; PRACTICAL SYNTHESIS; AROMATIC KETONES; RHODIUM; MECHANISM; ALCOHOLS;
D O I
10.1021/ol802801p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Alkylated TsDPEN derivatives bearing a small alkyl group act as highly efficient ligands in Ru(II) complexes for the asymmetric transfer hydrogenation of imines and ketones. A larger alkyl group serves to significantly reduce the activity of the catalyst; however, high enantiomeric excesses are still obtained. An X-ray crystal structure of the N-benzyl derivative reveals a conformation that permits hydrogen transfer through a six-membered transition state. A transition state structure for the imine reduction process is proposed.
引用
收藏
页码:847 / 850
页数:4
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