Aromatic Amination of Aryl Chlorides Catalyzed by Ni Nanoparticles in Aliphatic Phosphonium-Based Ionic Liquids

被引:12
作者
Geukens, Inge [1 ]
Fransaer, Jan [2 ]
De Vos, Dirk E. [1 ]
机构
[1] Katholieke Univ Leuven, Dept Microbial & Mol Syst, Ctr Surface Chem & Catalysis, B-3001 Louvain, Belgium
[2] Katholieke Univ Leuven, Dept Met & Mat Engn, Chem & Extract Met Sect, B-3001 Louvain, Belgium
关键词
amination; aryl chloride; ionic liquids; nanoparticles; nickel; NICKEL-ON-CHARCOAL; COUPLING REACTIONS; ARYLAMINES;
D O I
10.1002/cctc.201100073
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
It doesn't cost a dime: A nickel-based system that catalyzes the aromatic amination of aryl chlorides is presented. Starting from a simple Ni(II) salt, aliphatic phosphonium-based ionic liquids (ILs) were found to stabilize the nickel nanoparticles formed insitu during the reaction. The IL also enables successful recycling of the system after the reaction. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:1431 / 1434
页数:4
相关论文
共 27 条
[1]   New efficient nickey(0) catalysed amination of aryl chlorides [J].
Brenner, E ;
Fort, Y .
TETRAHEDRON LETTERS, 1998, 39 (30) :5359-5362
[2]   Triaryl linked donor acceptor dyads for high-performance dye-sensitized solar cells [J].
Chang, Yuan Jay ;
Chow, Tahsin J. .
TETRAHEDRON, 2009, 65 (46) :9626-9632
[3]   Ni(II)-(σ-Aryl) complex:: A facile, efficient catalyst for nickel-catalyzed carbon-nitrogen coupling reactions [J].
Chen, Chen ;
Yang, Lian-Ming .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (16) :6324-6327
[4]  
CLYBURNE J, 2005, Patent No. 20080258113
[5]   Total synthesis of (±)-rocaglamide and some aryl analogues [J].
Dobler, MR ;
Bruce, I ;
Cederbaum, F ;
Cooke, NG ;
Diorazio, LJ ;
Hall, RG ;
Irving, E .
TETRAHEDRON LETTERS, 2001, 42 (47) :8281-8284
[6]   A new and specific mode of stabilization of metallic nanoparticles [J].
Favier, Isabelle ;
Massou, Stephane ;
Teuma, Emmanuelle ;
Philippot, Karine ;
Chaudret, Bruno ;
Gomez, Montserrat .
CHEMICAL COMMUNICATIONS, 2008, (28) :3296-3298
[7]   Nickel-catalysed amination of aryl chlorides using a dihydroimidazoline carbene ligand [J].
Gradel, B ;
Brenner, E ;
Schneider, RL ;
Fort, Y .
TETRAHEDRON LETTERS, 2001, 42 (33) :5689-5692
[8]  
Guram A.S., 1995, Angew. Chem, V107, P1456
[9]  
GURAM AS, 1995, ANGEW CHEM INT EDIT, V34, P1348, DOI 10.1002/anie.199513481
[10]   A novel donor-acceptor polymeric electrochromic material containing carbazole and 1,8-naphtalimide as subunit [J].
Koyuncu, Fatma Baycan ;
Koyuncu, Sermet ;
Ozdemir, Eyup .
ELECTROCHIMICA ACTA, 2010, 55 (17) :4935-4941