Ethenolysis of Renewable Methyl Oleate Catalyzed by Readily Accessible Supported Group VI Oxo Catalysts
Pascal Rouge, Kaï C. Szeto, Yassine Bouhoute, Nicolas Merle, Aimery De Mallmann, Laurent Delevoye, Régis M. Gauvin, Mostafa Taoufik
Abstract
The conversion of methyl oleate by cross-metathesis with ethylene using readily accessible supported group VI oxo species was addressed. TON up to 500 and 5000 were achieved using bisgrafted tungsten- and molybdenum based systems, respectively (≡SiO)2M(═O)R2 (M = W, R = CH2SiMe3, M = Mo, R = CH2CMe3). In the case of molybdenum, these results are comparable to those obtained by Mo-based systems in homogeneous catalysis. Optimization studies showed that ethylene pressure plays a major role in these systems, with inhibition at high pressure resulting from degenerated metathesis involving ethylene and α-olefins.
Topics & Concepts
ChemistryMolybdenumEthyleneCatalysisMetathesisMethyl oleateHomogeneousOlefin metathesisMethyl groupTungstenHomogeneous catalysisOrganic chemistrySalt metathesis reactionGroup (periodic table)Medicinal chemistryPhysicsPolymerizationPolymerThermodynamicsSynthetic Organic Chemistry MethodsCatalysis for Biomass ConversionCatalysis and Hydrodesulfurization Studies