期刊
CHEMSUSCHEM
卷 5, 期 12, 页码 2427-2434出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201200503
关键词
fatty acids; homogeneous catalysis; hydrogen transfer; renewable resources; ruthenium
资金
- Dutch Ministry of Economic Affairs
- Dutch Ministry of Education, Culture and Science
- Royal DSM NV
- Merck Co
- Avantium
Cardanol, a constituent of cashew nutshell liquid (CNSL), was subjected to transfer hydrogenation catalyzed by RuCl3 using isopropanol as a reductant. The side chain of cardanol, which is a mixture of a triene, a diene, and a monoene, was selectively reduced to the monoene. Surprisingly, it is the C8?C9 double bond that is retained with high selectivity. A similar transfer hydrogenation of linoleic acid derivatives succeeded only if the substrate contained an aromatic ring, such as a benzyl ester. TEM and a negative mercury test showed that the catalyst was homogeneous. By using ESI-MS, ruthenium complexes were identified that contained one, two, or even three molecules of substrate, most likely as allyl complexes. The interaction between ruthenium and the aromatic ring determines selectivity in the hydrogenation reaction.
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