[(NHC)2Cu]X Complexes as Efficient Catalysts for Azide-Alkyne Click Chemistry at Low Catalyst Loadings

被引：257
|
作者：
Diez-Gonzalez, Silvia [1 ]
Nolan, Steven P. [1 ]
机构：
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 46期
关键词：
alkynes; azides; click chemistry; copper; N-heterocyclic carbenes;
D O I：
10.1002/anie.200803289
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) La click, c'est chic! A catalytic system based on an [(NHC)2Cu]X complex (NHC=N-heterocyclic carbene) was developed for the [3+2] cycloaddition of azides with alkynes under click conditions (see scheme). This system is broad in scope and highly efficient (turnover frequencies up to 5000 h-1) even at very low catalyst loadings (down to 40 ppm). Preliminary mechanistic studies suggest a specific precatalyst-activation pathway. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：8881 / 8884
页数：4
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