C,N-Palladacycles Containing N-Heterocyclic Carbene and Azido Ligands - Effective Catalysts for Suzuki-Miyaura Cross-Coupling Reactions

被引：26

作者：

Kim, Yong-Joo ^{[1
]}

Lee, Jung-Hyun ^{[1
]}

Kim, Taejung ^{[2
]}

Ham, Jungyeob ^{[2
]}

Zheng, Zhen Nu ^{[3
]}

Lee, Soon W. ^{[3
]}

机构：

[1] Kangnung Wonju Natl Univ, Dept Chem, Kangnung 210702, South Korea

[2] Inst Sci & Technol, Marine Chem Lab, Nat Med Ctr, Kangnung 210702, South Korea

[3] Sungkyunkwan Univ, Dept Chem, Suwon 440746, South Korea

来源：

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY | 2012年 / 36期

基金：

新加坡国家研究基金会;

关键词：

Carbene ligands; Cross-coupling; Palladium; Azides; ROOM-TEMPERATURE; PALLADACYCLE COMPLEXES; EFFICIENT CATALYSTS; PALLADIUM CATALYSTS; AMINATION REACTIONS; ARYL HALIDES; OXIME; HECK; PRECATALYSTS; BIARYLS;

D O I：

10.1002/ejic.201200988

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Azido-palladacycles containing C,N-donor and N-heterocyclic carbene ligands, [(C,N-L)Pd(N3)(NHC)] [NHC = IPr; 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], were prepared from (i) IPr and dinuclear PdII azides, [Pd(mu-N3)(C,N-Ln)]2 [C,N-L1H = N,N'-dimethylbenzylamine; C,N-L2H = 2-(2'-thienyl)pyridine; C,N-L3H = azobenzene; C,N-L4H = 2-(p-tolyl)pyridine], or from (ii) NaN3 and mononuclear PdII chloride, [Pd(Cl)(IPr)(C,N-Ln)], in aqueous solution. The structures of two of these products were determined by X-ray crystallography. The palladacycles showed high catalytic efficiency toward activated and nonactivated aryl bromides (at room temperature) as well as aryl chlorides (at 80 degrees C) in SuzukiMiyaura cross-coupling reactions. In addition, coupling reactions of aryl chlorides using potassium aryl trifluoroborates instead of phenyl boronic acid gave good-to-excellent product yields.

引用

页码：6011 / 6017

页数：7

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