Investigation of the behavior of arenediazonium salts with olefins in BmimPF6

被引:47
作者
Kabalka, GW [1 ]
Dong, G
Venkataiah, B
机构
[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
[2] Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA
关键词
ionic liquids; diazonium salts; heck reaction; dimerization; palladium catalyzed;
D O I
10.1016/j.tetlet.2004.02.023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed reactions of olefins with arenediazonium salts in ionic liquids were investigated. For methyl acrylate and methyl acrylonitrile, normal Heck cross-coupling products are obtained in good yields. However, highly selective dimerization products are formed in excellent yields Cor styrenes. The catalyst system can be recycled. (C) 2004 Published by Elsevier Ltd.
引用
收藏
页码:2775 / 2777
页数:3
相关论文
共 29 条
[1]   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
[2]   The heck reaction as a sharpening stone of palladium catalysis [J].
Beletskaya, IP ;
Cheprakov, AV .
CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066
[3]  
Bösmann A, 2001, ANGEW CHEM INT EDIT, V40, P2697, DOI 10.1002/1521-3773(20010716)40:14<2697::AID-ANIE2697>3.0.CO
[4]  
2-W
[5]   The Heck reaction in ionic liquids: A multiphasic catalyst system [J].
Carmichael, AJ ;
Earle, MJ ;
Holbrey, JD ;
McCormac, PB ;
Seddon, KR .
ORGANIC LETTERS, 1999, 1 (07) :997-1000
[6]   Poly(ethylene glycol) (PEG) as a reusable solvent medium for organic synthesis. Application in the Heck reaction [J].
Chandrasekhar, S ;
Narsihmulu, C ;
Sultana, SS ;
Reddy, NR .
ORGANIC LETTERS, 2002, 4 (25) :4399-4401
[7]  
Crisp GT, 1998, CHEM SOC REV, V27, P427
[8]   FINE FEATHERS MAKE FINE BIRDS - THE HECK REACTION IN MODERN GARB [J].
DE MEIJERE, A ;
MEYER, FE .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1994, 33 (23-24) :2379-2411
[9]   Heck reactions between aryl halides and olefins catalysed by Pd-complexes entrapped into zeolites NaY [J].
Djakovitch, L ;
Heise, W ;
Köhler, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 584 (01) :16-26
[10]   Selective catalytic hydrodimerization of 1,3-butadiene by palladium compounds dissolved in ionic liquids [J].
Dullius, JEL ;
Suarez, PAZ ;
Einloft, S ;
de Souza, RF ;
Dupont, J ;
Fischer, J ;
De Cian, A .
ORGANOMETALLICS, 1998, 17 (05) :815-819