Monodentate Chiral N-Heterocyclic Carbene-Palladium-Catalyzed Asymmetric Suzuki-Miyaura and Kumada Coupling

被引:26
|
作者
Wu, Linglin [1 ,2 ]
Salvador, Alvaro [1 ,2 ]
Ou, Arnold [2 ]
Shi, Ming Wen [2 ]
Skelton, Brian W. [3 ]
Dorta, Reto [1 ,2 ]
机构
[1] Univ Zurich, Inst Organ Chem, CH-8057 Zurich, Switzerland
[2] Univ Western Australia, Sch Chem & Biochem, Crawley, WA 6009, Australia
[3] Univ Western Australia, Ctr Microscopy Characterisat & Anal, Crawley, WA 6009, Australia
关键词
monodentate chiral NHC; palladium; asymmetric catalysis; Suzuki-Miyaura coupling; Kumada coupling; ENANTIOSELECTIVE SYNTHESIS; LIGANDS; COMPLEXES; BIARYLS; NICKEL; ARYLATION; BINOL;
D O I
10.1055/s-0033-1338864
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Heterocyclic carbene ligands derived from C-2-symmetric diamine with naphthyl side chains are introduced as chiral monodentate ligands, and their palladium complexes (NHC)Pd(cin)Cl are prepared. These compounds exist as a mixture of diastereomers, and the palladium complexes can be successfully separated. When used in the asymmetric Suzuki-Miyaura and Kumada coupling, chiral biaryls can be obtained in high yield and moderate selectivity.
引用
收藏
页码:1215 / 1220
页数:6
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