Journal
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
Volume 9, Issue 4, Pages 615-625Publisher
MDPI
DOI: 10.3390/ijms9040615
Keywords
olefin metathesis; Grubbs catalysts; oleate-type fatty compounds
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The complexes RuCl2(PCy3)(2)(=CHPh), 1, and RuCl2(PCy3)(H(2)IMes)(=CHPh), 2, proved to be active catalysts for the self-metathesis of oleate-type fatty compounds containing the ester, hydroxyl, epoxy and carboxylic acid functional groups. At elevated reaction temperatures 2 showed a higher activity, stability and lower selectivity for primary metathesis products compared to 1. A profound influence of organic functional groups on catalyst activity and selectivity was found and from relative activities and selectivities 2 has proved to be more resistant to deactivation by polar functional groups and more inclined to promote double bond isomerisation than 1. The observed catalyst deactivation by oxygen-containing functional groups could be attributed to a phosphine displacement side reaction.
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