Recyclable polymer-supported Pd catalysts for aryl amination reactions

被引:20
作者
Guinó, M [1 ]
Hii, KK [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
关键词
palladium; polymer support; aryl amination;
D O I
10.1016/j.tetlet.2005.08.122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polymer-supported palladium catalysts were prepared from three commercially available phosphine-functionalised polymers (PS-PR2), Pd-2(dba)(3) and P(t-Bu)(3). Catalyst stability was investigated using VT P-31 NMR spectroscopy. One of the catalysts can be reused in the amination of bromobenzene and chlorotoluene, up to three times, without loss in yield. Recyclability of the catalysts is dependent on the method of preparation and the nature of the polymer-bound phosphine. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7363 / 7366
页数:4
相关论文
共 18 条
[1]   A recyclable 'boomerang' polymer-supported ruthenium catalyst for olefin metathesis [J].
Ahmed, M ;
Barrett, AGM ;
Braddock, DC ;
Cramp, SM ;
Procopiou, PA .
TETRAHEDRON LETTERS, 1999, 40 (49) :8657-8662
[2]   PALLADIUM PHOSPHINATED POLYSTYRENE AS A CATALYST IN THE HECK ARYLATION - A COMPARATIVE-STUDY [J].
ANDERSSON, CM ;
KARABELAS, K ;
HALLBERG, A ;
ANDERSSON, C .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (20) :3891-3895
[3]   Polystyrene-supported dicyclohexylphenylphosphine adducts of amine- and phosphite-based palladacycles in the Suzuki coupling of aryl chlorides [J].
Bedford, RB ;
Coles, SJ ;
Hursthouse, MB ;
Scordia, VJM .
DALTON TRANSACTIONS, 2005, (05) :991-995
[4]   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
[5]   Reusable polymer-supported palladium catalysts: An alternative to tetrakis(triphenylphosphine)palladium in the Suzuki cross-coupling reaction [J].
Fenger, I ;
Le Drian, C .
TETRAHEDRON LETTERS, 1998, 39 (24) :4287-4290
[6]  
Galardon E, 2002, ANGEW CHEM INT EDIT, V41, P1760, DOI 10.1002/1521-3773(20020517)41:10<1760::AID-ANIE1760>3.0.CO
[7]  
2-3
[8]  
GRIGG R, 1997, TETRAHEDRON LETT, V38, P4421
[9]   Phosphine-functionalised polymer resins as Pd scavengers [J].
Guinó, M ;
Hii, KKM .
TETRAHEDRON LETTERS, 2005, 46 (40) :6911-6913
[10]   Macromolecular effect: Synthesis of a ferrocenylmethylphosphine-containing polymer as highly efficient ligands for room-temperature palladium(0)-catalyzed Suzuki cross-coupling reactions of aryl chlorides [J].
Hu, QS ;
Lu, Y ;
Tang, ZY ;
Yu, HB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (10) :2856-2857