Ethenolysis of Renewable Methyl Oleate Catalyzed by Readily Accessible Supported Group VI Oxo Catalysts

• Published in: Organometallics Vol. 39; no. 7; pp. 1105 - 1111
• Main Authors: Rouge, Pascal, Szeto, Kai C, Bouhoute, Yassine, Merle, Nicolas, De Mallmann, Aimery, Delevoye, Laurent, Gauvin, Régis M, Taoufik, Mostafa
• Format: Journal Article
• Language: English
• Published: American Chemical Society 13-04-2020
• Subjects: Catalysis; Chemical Sciences; Hydrocarbons; Selectivity; Catalysts; Metathesis; Alkyls
• ISSN: 0276-7333; 1520-6041
• DOI: 10.1021/acs.organomet.9b00823

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.