Enantioselective Hydrosilylation with a Chiral N-Heterocyclic Carbene Complex of Rhodium(I) [1]

被引:5
作者
Zinner, Sandra C. [1 ]
Zhang-Presse, Mei [2 ]
Herrmann, Wolfgang A. [1 ,2 ]
Kuehn, Fritz E. [1 ,2 ]
机构
[1] Tech Univ Munich, Chair Inorgan Chem, D-85747 Garching, Germany
[2] Tech Univ Munich, Catalysis Res Ctr, D-85747 Garching, Germany
来源
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2009年 / 64卷 / 11-12期
关键词
Homogeneous Catalysis; Rhodium Complex; Enantioselective Hydrosilylation; N-Heterocyclic Carbene Ligands; ASYMMETRIC CONJUGATE REDUCTION; CARBONYL-COMPOUNDS; NHC COMPLEXES; CATALYSIS; KETONES;
D O I
10.1515/znb-2009-11-1246
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Both enantiomers of the chiral rhodium-NHC complex [(4X, 5X)-1,3-bis[2,6-diisopropyl-phenyl]-4,5-ditert-butylimidazolidine-2-ylidene][1,5-cyclooctadiene]-iodo-rhodium(I) with X = R, S were applied as catalysts for the asymmetric hydrosilylation of prochiral ketones. The influence of employed solvent, substrate, silane, and catalyst enantiomer on the catalytic activity and the enantioselectivity of the desired product was investigated.
引用
收藏
页码:1607 / 1611
页数:5
相关论文
共 36 条
[1]  
[Anonymous], 2009, Angew. Chem
[2]  
[Anonymous], 1999, COMPREHENSIVE ASYMME
[3]  
[Anonymous], ANGEW CHEM
[4]   Asymmetric conjugate reduction of α,β-unsaturated esters using a chiral phosphine-copper catalyst [J].
Appella, DH ;
Moritani, Y ;
Shintani, R ;
Ferreira, EM ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9473-9474
[5]  
ASHBY BA, 1981, Patent No. 4228345
[6]   Application of rhodium complexes of chiral diphenyl-phosphino-functionalized N-heterocyclic carbenes as catalysts in enantioselective conjugate additions of arylboronic acids [J].
Becht, JM ;
Bappert, E ;
Helmchen, G .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (11-13) :1495-1498
[7]  
BITTERMANN A, 2010, ORGANOMETAL IN PRESS
[8]   Enantioselective catalysis.: Part 147.: A Rh(cod) complex with the chiral [Pt2S2{(-)diop}2] ligand [J].
Brunner, H ;
Weber, M ;
Zabel, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 684 (1-2) :6-12
[9]   Stability and reactivity of N-heterocyclic carbene complexes [J].
Crudden, CM ;
Allen, DP .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2247-2273
[10]   N-Heterocyclic Carbenes in Late Transition Metal Catalysis [J].
Diez-Gonzalez, Silvia ;
Marion, Nicolas ;
Nolan, Steven P. .
CHEMICAL REVIEWS, 2009, 109 (08) :3612-3676