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

Vivek Polshettiwar (1) , Peter Hesemann (1) , Joël J.E. Moreau (1)

1 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

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.

Mots clés: Nanostructured hybrid silica; Heck reaction; Sonogashira reaction; Cyanation; Imidazolium salts

Domaines: Chimie organique; Matériaux

Vivek Polshettiwar, Peter Hesemann, Joël J.E. Moreau. Palladium containing nanostructured silica functionalized with pyridine sites: a versatile heterogeneous catalyst for Heck, Sonogashira, and cyanation reactions. Tetrahedron, 2007, 63 (29), pp.6784-6790. ⟨10.1016/j.tet.2007.04.073⟩. ⟨hal-00178070⟩