Self-Metathesis of Methyl Oleate Using Ru-NHC Complexes: A Kinetic Study
1
Laboratory of Chemistry, Catalysis, Polymers and Processes (C2P2), Institut de Chimie de Lyon, Université de Lyon, UMR 5265 CNRS-UCB Lyon 1-CPE Lyon, CPE Lyon, 43 Bd du 11 Novembre 1918, F-69616 Villeurbanne, France
2
Laboratoire de Génie des Procédés Catalytiques, Institut de Chimie de Lyon, Université de Lyon, UMR 5285 CNRS-UCB Lyon 1-CPE Lyon, CPE Lyon, 43 Bd du 11 Novembre 1918, F-69616 Villeurbanne, France
*
Authors to whom correspondence should be addressed.
†
These authors contributed equally to this work.
‡
Current address: Université de Lyon, Université Claude Bernard Lyon 1, CNRS, IRCELYON, F-69626 Villeurbanne, France.
Catalysts 2020, 10(4), 435; https://doi.org/10.3390/catal10040435
Received: 31 March 2020 / Revised: 10 April 2020 / Accepted: 12 April 2020 / Published: 17 April 2020
(This article belongs to the Special Issue N‐Heterocyclic Carbenes and Their Complexes in Catalysis)
A kinetic study concerning the self-metathesis of methyl oleate and methyl elaidate was performed, using a variety of NHC-ruthenium pre-catalysts, bearing either mesityl groups or di-isopropyl-phenyl groups on the NHC ligand and various trans ligands with respect to the NHC unit. We showed that the system can be satisfactorily described using one initiation constant per pre-catalyst and four propagation constants that, conversely, do not depend on the pre-catalyst. The difference of reactivity with oleate (Z) and elaidate (E) can be fully explained by the propagation parameters; the studied pre-catalysts initiate with the same rate starting from the Z or the E olefin. The ranking of the propagation parameters is driven by the thermodynamic equilibrium. The transformation rates of Z and E isomers is only driven by these propagation constants and nothing differentiates the initiation step.
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Keywords:
olefin metathesis; ruthenium; kinetics; initiation; methyl oleate
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MDPI and ACS Style
Renom Carrasco, M.; Nikitine, C.; Hamou, M.; de Bellefon, C.; Thieuleux, C.; Meille, V. Self-Metathesis of Methyl Oleate Using Ru-NHC Complexes: A Kinetic Study. Catalysts 2020, 10, 435. https://doi.org/10.3390/catal10040435
AMA Style
Renom Carrasco M, Nikitine C, Hamou M, de Bellefon C, Thieuleux C, Meille V. Self-Metathesis of Methyl Oleate Using Ru-NHC Complexes: A Kinetic Study. Catalysts. 2020; 10(4):435. https://doi.org/10.3390/catal10040435
Chicago/Turabian StyleRenom Carrasco, Marc; Nikitine, Clémence; Hamou, Mohamed; de Bellefon, Claude; Thieuleux, Chloé; Meille, Valérie. 2020. "Self-Metathesis of Methyl Oleate Using Ru-NHC Complexes: A Kinetic Study" Catalysts 10, no. 4: 435. https://doi.org/10.3390/catal10040435
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