Syntheses of effectively-shielded N-heterocyclic carbene ligands

被引:16
|
作者
Ando, Shin [1 ]
Matsunaga, Hirofumi [1 ]
Ishizuka, Tadao [1 ]
机构
[1] Kumamoto Univ, Fac Life Sci, Chuo Ku, Kumamoto 8620973, Japan
关键词
N-Heterocyclic carbene; Steric effect; Bicyclic system; Regioselective; Allylic arylation; ALLYLIC DERIVATIVES; CONJUGATE ADDITION; METAL-COMPLEXES; STEREOCHEMISTRY; ALKYLATION; NHC; REGIOCHEMISTRY; HYDROGENATION;
D O I
10.1016/j.tet.2012.12.036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel type of N-heterocyclic carbene ligand, with a bicyclic motif at the non-carbenic carbons of an imidazolin-2-ylidene core, has been developed. This type of ligand formed an air and moisture stable silver complex even with N,N'-dimethyl NHC. Allylic arylation with a Grignard reagent catalyzed by copper complexes of the NHC ligands proceeded preferentially at the gamma-position, indicating the effective steric shielding ability of this framework. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1687 / 1693
页数:7
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