Rhodium(I)-, iridium(I)-, and ruthenium(II)-catalyzed asymmetric transfer hydrogenation of ketones using diferrocenyl dichalcogenides as chiral ligands

被引:54
作者
Nishibayashi, Y
Singh, JD
Arikawa, Y
Uemura, S
Hidai, M
机构
[1] KYOTO UNIV,GRAD SCH ENGN,DEPT ENERGY & HYDROCARBON CHEM,SAKYO KU,KYOTO 60601,JAPAN
[2] UNIV TOKYO,DEPT CHEM & BIOTECHNOL,BUNKYO KU,TOKYO 113,JAPAN
基金
日本学术振兴会;
关键词
rhodium; iridium; ruthenium; hydrogenation; chalogenide; chirality;
D O I
10.1016/S0022-328X(96)06681-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
[R,S;R,S]-Bis[2-[1-(dimethylamino)ethyl]ferrocenyl] dichalcogenides, (R,S)-{[EC5H3CHMe(NMe2)]Fe(C5H5)}(2) (E = S, Se, Te), act as chiral ligands for Rh(I)-catalyzed asymmetric transfer hydrogenation of alkyl aryl ketones using a diphenylsilane/methanol system to give the corresponding alcohols in fair to good yields with moderate enantiomeric excess (22-95% ee). The transfer of hydrogen from methanol to the resultant alcohol is confirmed by experiment using deuterated methanol (MeOD), and a new catalytic system containing Rh-hydride species is proposed. In the well-known 2-propanol/base system, the stereoselection is not satisfactory for Rh(I)-, Lr(I)- and Ru(II)-catalyzed reactions using these ligands.
引用
收藏
页码:13 / 18
页数:6
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