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Letter

New N-Heterocyclic Carbene Palladium Complex/Ionic Liquid Matrix Immobilized on Silica: Application as Recoverable Catalyst for the Heck Reaction

Supporting Info

Babak Karimi*^†^‡ and Dieter Enders*^§;

Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P.O. Box 45195-1159, Gava Zang, Zanjan, Iran, Institute for Fundamental Research (IPM), Farmanieh, P.O. Box 19395-5531, Tehran, Iran, and Institt Fr Organische Chemie, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany

Org. Lett., 2006, 8 (6), pp 1237–1240

DOI: 10.1021/ol060129z

Publication Date (Web): February 22, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

Institute for Advanced Studies in Basic Sciences (IASBS).

‡

Institute for Fundamental Research (IPM).

RWTH Aachen University.

, karimi@iasbs.ac.ir, ; , enders@rwth-aachen.de

Abstract

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 °C) and could be recovered and reused for four reaction cycles, giving a total TON 36 600. Furthermore, TEM coupled with EDX analysis indicate the formation of Pd nanoparticles within the immobilized IL layer.

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Published In Issue March 16, 2006
Received January 16, 2006

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Letter

New N-Heterocyclic Carbene Palladium Complex/Ionic Liquid Matrix Immobilized on Silica: Application as Recoverable Catalyst for the Heck Reaction