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Ruthenium Carbenes Supported on Mesoporous Silicas as Highly Active and Selective Hybrid Catalysts for Olefin Metathesis Reactions under Continuous Flow
Author(s) -
Bru Miriam,
Dehn Richard,
Teles J. Henrique,
Deuerlein Stephan,
Danz Manuel,
Müller Imke B.,
Limbach Michael
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201203893
Subject(s) - catalysis , ruthenium , selectivity , mesoporous material , microporous material , cyclooctene , mesoporous silica , salt metathesis reaction , chemistry , heterogeneous catalysis , metathesis , olefin fiber , organic chemistry , materials science , chemical engineering , polymerization , polymer , engineering
In the search for a highly active and selective heterogenized metathesis catalyst, we systematically varied the pore geometry and size of various silica‐based mesoporous (i.e., MCM‐41, MCM‐48, and SBA‐15) and microporous (ZSM‐5 and MWW) versus macroporous materials (D11‐10 and Aerosil 200), besides other process parameters (temperature, dilution, and mean residence time). The activity and, especially, selectivity of such “linker‐free” supports for ruthenium metathesis catalysts were evaluated in the cyclodimerization of cis ‐cyclooctene to form 1,9‐cyclohexadecadiene, a valuable intermediate in the flavor and fragrance industry. The optimized material showed not only exceptionally high selectivity to the valuable product, but also turned out to be a truly heterogeneous catalyst with superior activity relative to the unsupported homogeneous complex.