Palladium containing nanostructured silica functionalized with pyridine sites: a versatile heterogeneous catalyst for Heck, Sonogashira, and cyanation reactions

被引:108
作者
Polshettiwar, Vivek [1 ]
Hesemann, Peter [1 ]
Moreau, Joel J. E. [1 ]
机构
[1] Ecole Natl Super Chim Montpellier, Inst Charles Gerhardt, UMR 5253, F-34296 Montpellier, France
关键词
nanostructured hybrid silica; Heck reaction; Sonogashira reaction; cyanation; imidazolium salts; BLOCK-COPOLYMER MICELLES; CROSS-COUPLING REACTIONS; SUPPORTED IONIC LIQUIDS; ARYL HALIDES; MESOPOROUS SILICA; POTASSIUM HEXACYANOFERRATE(II); TRANSITION-METAL; MIZOROKI-HECK; EFFICIENT; HYDROFORMYLATION;
D O I
10.1016/j.tet.2007.04.073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nanostructured hybrid silica bearing pyridine binding sites was prepared in a template assisted hydrolysis-polycondensation of tetraethylorthosilicate (TEOS) and the ionic precursor N, N- dimethyl- pyridin-4-yl-(3-triethoxysilyl-propyl)-ammonium iodide using N-dodecyl-N'- methyl-imidazolium bromide as structure directing agent. After treatment with palladium acetate, the material appeared as a versatile heterogeneous catalyst for Heck, Sonogashira, and cyanation reactions. In Heck and Sonogashira cross-coupling reactions, unchanged catalytic activity was observed in at least five reaction cycles. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6784 / 6790
页数:7
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