Ethenolysis of methyl oleate in room-temperature ionic liquids.
Unsaturated vegetable oils are an attractive renewable feedstock, and the selective cleavage of unsaturated fatty esters is an important transformation in this respect. The efficient and selective cross-metathesis of methyl oleate with ethylene was achieved under mild conditions with ruthenium-alkylidene catalysts in toluene and room-temperature ionic liquids (RTILs) to give two important chemical intermediates, 1-decene and methyl 9-decenoate, without double-bond migration. As recovery of the catalyst is an important target with respect to industrial applications, catalyst recycling studies were also carried out in RTILs with the first-generation Hoveyda catalyst.
Thurier
Cyril
C
Laboratoire Catalyse et Organométallique, Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, Campus de Beaulieu, 35042 Rennes, France.
Fischmeister
Cédric
C
Bruneau
Christian
C
Olivier-Bourbigou
Hélène
H
Dixneuf
Pierre H
PH
D002384:Catalysis; D003247:Conservation of Natural Resources; D007093:Imidazoles / Q000737:chemistry; D052578:Ionic Liquids / Q000737:chemistry*; D007536:Isomerism; D009829:Oleic Acids / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013696:Temperature; D014050:Toluene / Q000737:chemistry
D007093:Imidazoles; D052578:Ionic Liquids; D009829:Oleic Acids; D009942:Organometallic Compounds; D012997:Solvents; C005576:methyl oleate; D014050:Toluene; D012428:Ruthenium