Polymer-supported palladium complexes with C,N-ligands as efficient recoverable catalysts for the Heck reaction

被引:12
作者
Liu, Yu-xia [1 ,2 ]
Ma, Zhi-wei [1 ]
Jia, Jun [1 ]
Wang, Chuan-chuan [1 ]
Huang, Meng-lin [1 ]
Tao, Jing-chao [1 ]
机构
[1] Zhengzhou Univ, Dept Chem, Zhengzhou 450052, Peoples R China
[2] Henan Inst Engn, Dept Mat & Chem Engn, Zhengzhou 450007, Peoples R China
基金
中国国家自然科学基金;
关键词
Heck reaction; palladium complexes; recoverable catalysts; HIGHLY EFFICIENT; SUZUKI-MIYAURA; MIZOROKI-HECK; PD CATALYSTS; PALLADACYCLES; SONOGASHIRA; DERIVATIVES; PRECURSOR;
D O I
10.1002/aoc.1662
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of new polymer-supported palladium complexes with C,N-ligands (1a-e and 2a-c) were easily synthesized. The synthesized catalysts could be applied as efficient heterogeneous catalysts for the Heck coupling reaction (turnover frequency up to 12 600 h(-1)). Additionally, the catalysts could be recovered by a simple filtration progress and could be reused for at least five times with a slow progressive decrease in activity. Copyright (C) 2010 John Wiley & Sons, Ltd.
引用
收藏
页码:646 / 649
页数:4
相关论文
共 37 条
[1]   Heterogeneous Heck reaction catalysed by silica gel-supported 1,2-diaminocyclohexane-Pd complex [J].
Alam, Md. Nazmul ;
Sarkar, Shaheen M. ;
Miah, Md. Rezwan .
REACTION KINETICS AND CATALYSIS LETTERS, 2009, 98 (02) :383-389
[2]   Non-conventional methodologies for transition-metal catalysed carbon-carbon coupling: a critical overview. Part 1: The Heck reaction [J].
Alonso, F ;
Beletskaya, IP ;
Yus, M .
TETRAHEDRON, 2005, 61 (50) :11771-11835
[3]   Silica-supported imine palladacycles - recyclable catalysts for the Suzuki reaction? [J].
Bedford, RB ;
Cazin, CSJ ;
Hursthouse, MB ;
Light, ME ;
Pike, KJ ;
Wimperis, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 633 (1-2) :173-181
[4]   The heck reaction as a sharpening stone of palladium catalysis [J].
Beletskaya, IP ;
Cheprakov, AV .
CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066
[5]   Heck reactions in monoglyme and diglyme using BmimCl as pre-ligand [J].
Bello da Silva, Aline A. ;
de Souza, Andrea Luzia F. ;
Antunes, O. A. C. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2008, 22 (01) :2-5
[6]   Palladium metal catalysts in Heck C-C coupling reactions [J].
Biffis, A ;
Zecca, M ;
Basato, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 173 (1-2) :249-274
[7]   SYNTHETIC STUDIES OF NUCLEIC ACIDS ON POLYMER SUPPORTS .2. MECHANISMS OF PHOSPHORYLATION WITH CARBODI-IMIDES AND ARENESULPHONYL CHLORIDES [J].
BLACKBURN, GM ;
BROWN, MJ ;
HARRIS, MR ;
SHIRE, D .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (04) :676-+
[8]   2-Iminopyridylpalladium dichloride as highly active catalyst for the Heck reaction [J].
Chen, Weixuan ;
Xi, Chanjuan ;
Yang, Ke .
APPLIED ORGANOMETALLIC CHEMISTRY, 2007, 21 (08) :641-644
[9]   Chloropalladated propargyl amine: A highly efficient phosphine-free catalyst precursor for the Heck reaction [J].
Consorti, CS ;
Zanini, ML ;
Leal, S ;
Ebeling, G ;
Dupont, J .
ORGANIC LETTERS, 2003, 5 (07) :983-986
[10]   A periodic mesoporous organosilica containing a carbapalladacycle complex as heterogeneous catalyst for Suzuki cross-coupling [J].
Corma, A ;
Das, D ;
García, H ;
Leyva, A .
JOURNAL OF CATALYSIS, 2005, 229 (02) :322-331