Easily prepared air- and moisture-stable Pd-NHC (NHC = N-heterocyclic carbene) complexes: A reliable, user-friendly, highly active palladium precatalyst for the Suzuki-Miyaura reaction

被引：723

作者：

O'Brien, Christopher J.

Kantchev, Eric Assen B.

Valente, Cory

Hadei, Niloufar

Chass, Gregory A.

Lough, Alan

Hopkinson, Alan C.

Organ, Michael G.

机构：

[1] York Univ, Dept Chem, N York, ON M3J 1P3, Canada

[2] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2006年 / 12卷 / 18期

关键词：

alkanes; C-C coupling; heterocycles; palladium;

D O I：

10.1002/chem.200600251

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of NHC-PdCl2-3-chloropyridine (NHC=N-heterocyclic carbene) complexes from readily available starting materials in air is described. The 2,6-diisopropylphenyl derivative was found to be highly catalytically active in alkyl-alkyl Suzuki and Negishi cross-coupling reactions. The synthesis, ease-of-use, and activity of this complex are substantial improvements over in situ catalyst generation and all current Pd-NHC complexes. The utilization of complex 4 led to the development of a reliable, easily employed Suzuki-Miyama protocol. Employing various reaction conditions allowed a large array of hindered biaryl and drug-like heteroaromatic compounds to be synthesized without difficulty.

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页码：4743 / 4748

页数：6

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