New N-heterocyclic carbene palladium complex/ionic liquid matrix immobilized on silica: application as recoverable catalyst for the Heck reaction

Org Lett. 2006 Mar 16;8(6):1237-40. doi: 10.1021/ol060129z.

Abstract

[reaction: see text] A new concept of simultaneous covalent anchoring of a N-heterocyclic carbene palladium/ionic liquid matrix on the silica surface and the application of the resulting catalyst in the Heck reaction of a variety of different haloarenes is described. The catalyst shows high thermal stability (up to 280 degrees C) and could be recovered and reused for four reaction cycles, giving a total TON congruent with 36 600. Furthermore, TEM coupled with EDX analysis indicate the formation of Pd nanoparticles within the immobilized IL layer.