Preparation of polymer-supported palladium/N-heterocyclic carbene complex for Suzuki cross-coupling reactions

被引:163
作者
Byun, JW [1 ]
Lee, YS [1 ]
机构
[1] Seoul Natl Univ, Sch Chem Engn, Seoul 151744, South Korea
关键词
polymer-supported N-heterocyclic carbene (NHC); heterogeneous catalysis; palladium (Pd); Suzuki cross-coupling;
D O I
10.1016/j.tetlet.2004.01.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel polymer-supported N-heterocyclic carbene (NHC) was prepared from chloromethyl polystyrene (CM PS) resin using a simple procedure, and was used as the ligand for palladium (Pd) catalysts. The polymer-supported Pd-NHC complexes efficiently catalyzed the Suzuki cross-coupling of aryl halides and phenylboronic acid in good yields and excellent purities under aqueous conditions. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1837 / 1840
页数:4
相关论文
共 19 条
[1]   Molecularly defined palladium(0) monophosphine complexes as catalysts for efficient cross-coupling of aryl chlorides and phenylboronic acid [J].
Andreu, MG ;
Zapf, A ;
Beller, M .
CHEMICAL COMMUNICATIONS, 2000, (24) :2475-2476
[2]   Supported catalysts and their applications in synthetic organic chemistry [J].
de Miguel, YR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (24) :4213-4221
[3]  
Herrmann WA, 2002, ANGEW CHEM INT EDIT, V41, P1290, DOI 10.1002/1521-3773(20020415)41:8<1290::AID-ANIE1290>3.0.CO
[4]  
2-Y
[5]   Polymer (fiber)-supported palladium catalyst containing imidazolinyl rings and its application to the Heck reaction [J].
Lin, KH ;
Song, MP ;
Cai, DM ;
Hao, XQ ;
Wu, YJ .
TETRAHEDRON LETTERS, 2003, 44 (20) :3955-3957
[6]   Versatile catalysts for the Suzuki cross-coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions [J].
Littke, AF ;
Dai, CY ;
Fu, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (17) :4020-4028
[7]   A surprisingly mild and versatile method for palladium-catalyzed Suzuki cross-couplings of aryl chlorides in the presence of a triarylphosphine [J].
Liu, SY ;
Choi, MJ ;
Fu, GC .
CHEMICAL COMMUNICATIONS, 2001, (23) :2408-2409
[8]   PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].
MIYAURA, N ;
SUZUKI, A .
CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483
[9]   THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF PHENYLBORONIC ACID WITH HALOARENES IN THE PRESENCE OF BASES [J].
MIYAURA, N ;
YANAGI, T ;
SUZUKI, A .
SYNTHETIC COMMUNICATIONS, 1981, 11 (07) :513-519