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

Beilstein J Org Chem. 2011 Jan 6:7:22-8. doi: 10.3762/bjoc.7.4.

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.

Keywords: Ru–alkylidene complexes; alkene metathesis; catalyst immobilization; hybrid catalysts; mesoporous molecular sieves.