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- Title
Transformation of Methyl Linoleate to its Conjugated Derivatives with Simple Pd(OAc)/Lewis Acid Catalyst.
- Authors
Senan, Ahmed M.; Zhang, Sicheng; Qin, Shuhao; Chen, Zhuqi; Yin, Guochuan
- Abstract
With the rapid depletion of fossil resources, the exploitation of biomass to partly replace fossil resources as the source of carbon in the chemical industry constitutes a promising alternative for the near future. This work introduces catalytic transformation of vegetable oil, i.e., methyl linoleate, to its conjugated esters by a simple Pd(OAc)/Sc(OTf) catalyst, which has extensive applications in industry. It was found that adding non-redox metal ions like Sc(III) to a simple Pd(OAc) catalyst can effectively improve its isomerization activity in toluene/ t-BuOH solvent, whereas Pd(OAc) alone is inactive. Preliminary mechanistic investigations together with previous studies suggested that the in situ-generated heterobimetallic Pd(II)/Sc(III) dimer serves as the key species for methyl linoleate isomerization, and the reaction proceeds by [1,3]-hydrogen shift mechanism involving a formal Pd(II)/Pd(IV) cycle.
- Subjects
LINOLEIC acid; LEWIS acids; BIOMASS; CHEMICAL industry; ISOMERIZATION; TOLUENE
- Publication
Journal of the American Oil Chemists' Society (JAOCS), 2017, Vol 94, Issue 12, p1481
- ISSN
0003-021X
- Publication type
Article
- DOI
10.1007/s11746-017-3052-5