Enantioselective hydrogenation with racemic and enantiopure binap in the presence of a chiral ionic liquid

被引:61
作者
Chen, Dianjun [1 ]
Schmitkamp, Mike [1 ]
Francio, Giancarlo [1 ]
Klankermayer, Juergen [1 ]
Leitner, Walter [1 ,2 ]
机构
[1] Rhein Westfal TH Aachen, Inst Tech & Makromol Chem, D-52074 Aachen, Germany
[2] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
关键词
chirality; hydrogenation; ionic liquids; rhodium;
D O I
10.1002/anie.200801995
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Racemic but enantioselective: rac-Binap and a chiral ionic liquid (cIL) used for the asymmetric hydrogenation of dimethyl itaconate led to identical ee values as enantiopure binap. The enantiodifferentiation results primarily from a diastereomeric interaction of the binap-Rh unit and the proline ester moiety. For other substrates, enhanced enantioselectivity with inverted absolute configuration was obtained with the enantiopure ligand in the cIL relative to organic solvents. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7339 / 7341
页数:3
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