Beilstein Journal of Organic Chemistry 2011-01-01

Hoveyda-Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15.

Hynek Balcar, Tushar Shinde, Naděžda Zilková, Zdeněk Bastl

Index: Beilstein J. Org. Chem. 7 , 22-8, (2011)

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Abstract

A commercially available Hoveyda-Grubbs type catalyst (RC303 Zhannan Pharma) was immobilized on mesoporous molecular sieves MCM-41 and on SBA-15 by direct interaction with the sieve wall surface. The immobilized catalysts exhibited high activity and nearly 100% selectivity in several types of alkene metathesis reactions. Ru leaching was found to depend on the substrate and solvent used (the lowest leaching was found for ring-closing metathesis of 1,7-octadiene in cyclohexane - 0.04% of catalyst Ru content). Results of XPS, UV-vis and NMR spectroscopy showed that at least 76% of the Ru content was bound to the support surface non-covalently and could be removed from the catalyst by washing with THF.