Synthesis and application of chiral phospholane ligands bearing a sterically and electrically adjustable moiety

被引:48
作者
Matsumura, K [1 ]
Shimizu, H [1 ]
Saito, T [1 ]
Kumobayashi, H [1 ]
机构
[1] Takasago Int Corp, Cent Res Lab, Hiratsuka, Kanagawa 2540073, Japan
关键词
asymmetric catalysis; hydrogenation; ligand design; P-ligands; rhodium;
D O I
10.1002/adsc.200390008
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of C-1-symmetric phosphine-phospholane ligands, 1-(disubstituted phosphino)-2-(phospholano)benzenes (5), which are called UCAPs, with an achiral phosphino group and a chiral phospholane which can be sterically and electrically adjustable, has been designed and synthesized. In the asymmetric hydrogenation of (Z)-N-benzoyl-1-phenylpropenamine (3), the stereorecognition abilities of the 5d - e-Rh catalysts which have a bulkier aryl substituent on the achiral phosphorus are superior to that observed with the DuPHOS-Rh catalyst. ne effects of varying substituents on the achiral phosphorus atom are discussed.
引用
收藏
页码:180 / 184
页数:5
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