A simple and efficient approach for the palladium-catalyzed ligand-free Suzuki reaction in water

被引:102
作者
Liu, Chun [1 ]
Zhang, Yixia [1 ]
Liu, Ning [1 ]
Qiu, Jieshan [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
CROSS-COUPLING REACTIONS; LINKED AMPHIPHILIC POLYMER; ARYL CHLORIDES; ARYLBORONIC ACIDS; MIYAURA REACTION; AQUEOUS-MEDIA; GREEN CHEMISTRY; PURE WATER; ASSEMBLED COMPLEX; NANOPARTICLES;
D O I
10.1039/c2gc36098e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general and efficient protocol is described for the palladium-catalyzed ligand-free and aerobic Suzuki reaction in water in the absence of any additive. The results demonstrate that the base played a crucial role in the high efficiency. The Pd(OAc)(2)/(i-Pr)(2)NH/H2O system showed the highest catalytic activity towards the Suzuki reaction of a wide range of aryl halides bearing hydrophilic or hydrophobic groups.
引用
收藏
页码:2999 / 3003
页数:5
相关论文
共 71 条
[1]   Speciation of Pd(OAc)2 in ligandless Suzuki-Miyaura reactions [J].
Adrio, Luis A. ;
Nguyen, Bao N. ;
Guilera, Gemma ;
Livingston, Andrew G. ;
Hii, King Kuok .
CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (02) :316-323
[2]   Green Chemistry: Principles and Practice [J].
Anastas, Paul ;
Eghbali, Nicolas .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) :301-312
[3]   Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].
Barder, TE ;
Walker, SD ;
Martinelli, JR ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696
[4]   Highly effective alternative aryl trihydroxyborate salts for a ligand-free, on-water Suzuki-Miyaura coupling reaction [J].
Basu, Basudeb ;
Biswas, Kinkar ;
Kundu, Sekhar ;
Ghosh, Sujit .
GREEN CHEMISTRY, 2010, 12 (10) :1734-1738
[5]   The Suzuki coupling of aryl chlorides in TBAB-water mixtures [J].
Bedford, RB ;
Blake, ME ;
Butts, CP ;
Holder, D .
CHEMICAL COMMUNICATIONS, 2003, (04) :466-467
[6]  
Beletskaya I., 1998, ORGANIC SYNTHESIS WA, P141
[7]  
Beletskaya I.P., 2002, HDB ORGANOPALLADIUM, V2, P2957
[8]  
Botella L, 2002, ANGEW CHEM INT EDIT, V41, P179, DOI 10.1002/1521-3773(20020104)41:1<179::AID-ANIE179>3.0.CO
[9]  
2-O
[10]  
Bumagin N. A., 1990, IAN SSSR KH, P2672