Low temperature recyclable catalyst for Heck reactions using ultrasound

被引:100
作者
Ambulgekar, GV [1 ]
Bhanage, BM [1 ]
Samant, SD [1 ]
机构
[1] Univ Bombay, Inst Chem Technol, Dept Chem, Organ Chem Res Lab, Bombay 400019, Maharashtra, India
关键词
Heck reaction; ultrasound; heterogeneous catalysis; palladium leaching; aryl halides;
D O I
10.1016/j.tetlet.2005.02.035
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Heck reaction of iodobenzene with methyl acrylate in NMP as a solvent has been studied using Pd/C as a catalyst in the presence of ultrasound at room temperature. The ultrasound increased the rate of the reaction. The effect of base, solvent and recyclability of catalyst were studied in the presence of ultrasound and without ultrasound. The reaction only takes place in the presence of ultrasound. The catalyst could be recycled using HCOONa-ultrasound. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2483 / 2485
页数:3
相关论文
共 29 条
[1]   Oxidation of alkylarenes using aqueous potassium permanganate under cavitation: comparison of acoustic and hydrodynamic techniques [J].
Ambulgekar, GV ;
Samant, SD ;
Pandit, AB .
ULTRASONICS SONOCHEMISTRY, 2005, 12 (1-2) :85-90
[2]   HETEROGENEOUS CATALYSIS IN ORGANIC-CHEMISTRY .10. EFFECT OF THE CATALYST SUPPORT ON THE REGIOCHEMISTRY OF THE HECK ARYLATION REACTION [J].
AUGUSTINE, RL ;
OLEARY, ST .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 95 (03) :277-285
[3]   Sonochemical chloro-oxidation of phenols using HCl-H2O2 [J].
Bhatkhande, BS ;
Adhikari, MV ;
Samant, SD .
ULTRASONICS SONOCHEMISTRY, 2002, 9 (01) :31-35
[4]   A NOVEL SINGLE POT REACTION FOR SUBSTITUTION AND CROSS-COUPLING OF VINYLACETATE TO TRANS-STILBENES BY INTERLAMELLAR MONTMORILLONITE PALLADIUM CATALYST [J].
CHOUDARY, BM ;
SARMA, MR .
TETRAHEDRON LETTERS, 1990, 31 (10) :1495-1496
[5]   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
[6]   Ultrasound promoted C-C bond formation: Heck reaction at ambient conditions in room temperature ionic liquids [J].
Deshmukh, RR ;
Rajagopal, R ;
Srinivasan, KV .
CHEMICAL COMMUNICATIONS, 2001, (17) :1544-1545
[7]   ULTRASOUND IN ORGANIC-SYNTHESIS .13. SOME FUNDAMENTAL-ASPECTS OF THE SONOCHEMICAL BARBIER REACTION [J].
DESOUZABARBOZA, JC ;
PETRIER, C ;
LUCHE, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1212-1218
[8]   Heterogeneously catalysed Heck reaction using palladium modified zeolites [J].
Djakovitch, L ;
Koehler, K .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 142 (02) :275-284
[9]   Heck reaction catalyzed by Pd-modified zeolites [J].
Djakovitch, L ;
Koehler, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (25) :5990-5999
[10]   Palladium on activated carbon: a valuable heterogeneous catalyst for one-pot multi-step synthesis [J].
Gruber, M ;
Chouzier, S ;
Koehler, K ;
Djakovitch, L .
APPLIED CATALYSIS A-GENERAL, 2004, 265 (02) :161-169