Chemically modified cyclodextrins adsorbed on Pd/C particles: New opportunities to generate highly chemo- and stereoselective catalysts for Heck reaction

被引:48
作者
Cassez, Andy [1 ]
Kania, Nicolas [1 ]
Hapiot, Frederic [1 ]
Fourmentin, Sophie [2 ]
Monflier, Eric [1 ]
Ponchel, Anne [1 ]
机构
[1] Univ Artois, Fac Sci Jean Perrin, CNRS, UMR 8181,Unite Catalyse & Chim Solide, F-62307 Lens, France
[2] Univ Littoral Cote dOpale, Lab Synth Organ & Environm, F-59140 Dunkerque, France
关键词
Heck reaction; palladium; cyclodextrins; aqueous phase catalysis; adsorption;
D O I
10.1016/j.catcom.2007.11.031
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
The multifunctional properties of modified cyclodextrins (CDs) in a palladium-charcoal catalyzed Heck reaction have been investigated. Contrary to native CDs, the methylated CDs induced a significant increase in chemo- and stereoselectivities in the C-C coupling between aryl iodides and acrylate derivatives. These results were rationalized by considering that the key parameter is the adsorption of the cyclodextrin on the catalytic solid and not the solubilisation of the substrate into the aqueous phase by cyclodextrin. (C) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:1346 / 1351
页数:6
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