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

Polshettiwar, Vivek ; Hesemann, Peter ; Moreau, Joël J.E. (2007) Palladium containing nanostructured silica functionalized with pyridine sites: a versatile heterogeneous catalyst for Heck, Sonogashira, and cyanation reactions Tetrahedron, 63 (29). pp. 6784-6790. ISSN 0040-4020

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Official URL: https://doi.org/10.1016/j.tet.2007.04.073

Related URL: http://dx.doi.org/10.1016/j.tet.2007.04.073

Abstract

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.

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