Valorisation of plant oil derivatives via metathesis reactions: Study of the cross-metathesis of methyl oleate with cinnamaldehyde

NIERES, PABLO D.; TRASARTI, ANDRÉS F.; APESTEGUÍA, CARLOS R.

Molecular Catalysis

Elsevier

Año: 2018

2468-8231

The cross-metathesis of methyl oleate (MO) with cinnamaldehyde (CA) to yield 2-undecenal, methyl 11-oxo-9-undecenoate, methyl 10-phenyl-9-decenoate and 1-decenylbenzene was investigated using the second-generation Hoveyda-Grubbs Ru complex (HG2). Self-metathesis of methyl oleate was the main undesiredsecondary reaction. The reaction was carried out at 323K using reactant molar ratios (R⁠CA/MO) between 1 and 20. The yield (Y⁠C-M) and selectivity (S⁠C-M) to cross-metathesis products increased with R⁠CA/MO until reaching both parameters 100% for R⁠CA/MO=20. The effect of temperature on catalyst activity and selectivity was investigated in the 303?363K range; Y⁠C-M increased significantly with temperature at the expense of the formation of MO self-metathesis products. No significant HG2 deactivation was observed after performing three consecutive catalytic tests of MO/CA cross-metathesis at 323K.