Room-temperature activation of aryl chlorides in Suzuki-Miyaura coupling using a [Pd(μ-Cl)Cl(NHC)]2 complex (NHC = N-heterocyclic carbene)

被引:118
作者
Diebolt, Olivier [1 ]
Braunstein, Pierre [2 ]
Nolan, Steven P. [1 ]
Cazin, Catherine S. J. [1 ,2 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Strasbourg 1, Chim Coordinat Lab, CNRS, Inst Chim,UMR 7177, F-67070 Strasbourg, France
关键词
D O I
10.1039/b804695f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A straightforwardly synthesised complex, [Pd(mu-Cl)Cl(NHC)](2) (NHC = bis(2,6-diisopropylphenyl)imidazol-2-ylidene, IPr), has been employed to mediate Suzuki-Miyaura reactions involving aryl chlorides at very low catalyst loadings and at room temperature.
引用
收藏
页码:3190 / 3192
页数:3
相关论文
共 19 条
[1]   An N-heterocyclic carbene ligand with flexible steric bulk allows Suzuki cross-coupling of sterically hindered aryl chlorides at room temperature [J].
Altenhoff, G ;
Goddard, R ;
Lehmann, CW ;
Glorius, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (31) :3690-3693
[2]   The development of palladium catalysts for C-C and C-heteroatom bond forming reactions of aryl chloride substrates [J].
Bedford, RB ;
Cazin, CSJ ;
Holder, D .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2283-2321
[3]   Regioselective (site-selective) functionalisation of unsaturated halogenated nitrogen, oxygen and sulfur heterocycles by Pd-catalysed cross-couplings and direct arylation processes [J].
Fairlamb, Ian J. S. .
CHEMICAL SOCIETY REVIEWS, 2007, 36 (07) :1036-1045
[4]   The synthesis of substituted pyridylpyrimidine fungicides using palladium-catalysed cross-coupling reactions [J].
Hargreaves, SL ;
Pilkington, BL ;
Russell, SE ;
Worthington, PA .
TETRAHEDRON LETTERS, 2000, 41 (10) :1653-1656
[5]  
Jackstell R, 2002, ANGEW CHEM INT EDIT, V41, P986, DOI 10.1002/1521-3773(20020315)41:6<986::AID-ANIE986>3.0.CO
[6]  
2-M
[7]  
Littke AF, 1998, ANGEW CHEM INT EDIT, V37, P3387, DOI 10.1002/(SICI)1521-3773(19981231)37:24<3387::AID-ANIE3387>3.0.CO
[8]  
2-P
[9]   Modified (NHC)Pd(allyl)Cl (NHC = N-heterocyclic carbene) complexes for room-temperature Suzuki-Miyaura and Buchwald-Hartwig reactions [J].
Marion, N ;
Navarro, O ;
Mei, JG ;
Stevens, ED ;
Scott, NM ;
Nolan, SP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (12) :4101-4111
[10]   Development of catalyst-transfer condensation polymerization.: Synthesis of π-conjugated polymers with controlled molecular weight and low polydispersity [J].
Miyakoshi, Ryo ;
Yokoyama, Akihiro ;
Yokozawa, Tsutomu .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (03) :753-765