Synergistic Catalysis in the Sonogashira Coupling Reaction: Quantitative Kinetic Investigation of Transmetalation

被引:57
|
作者
He, Chuan [1 ]
Ke, Jie [1 ]
Xu, Huan [1 ]
Lei, Aiwen [1 ,2 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
cross-coupling; kinetics; reaction mechanisms; synergistic catalysis; transmetalation; DENSITY-FUNCTIONAL THEORY; REDUCTIVE ELIMINATION; STILLE REACTION; PALLADIUM; ARYL; MECHANISM; COPPER; CARBON; STEP; SUBSTITUENTS;
D O I
10.1002/anie.201207970
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rate-limiting: The transmetalation step of the Sonogashira coupling reaction has been established as the rate-limiting step. This cross-coupling has been demonstrated to be a Pd-catalyzed and Cu-catalyzed synergistic process, which exhibits a first-order kinetic dependence on both the [Pd] and [Cu] catalysts (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:1527 / 1530
页数:4
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