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Int. J. Mol. Sci. 2008, 9(4), 615-625; doi:10.3390/ijms9040615
Article

Ruthenium Carbene Mediated Metathesis of Oleate-Type Fatty Compounds

1,* , 1
 and 2
Received: 16 November 2007; in revised form: 28 March 2008 / Accepted: 17 April 2008 / Published: 18 April 2008
(This article belongs to the Section Green Chemistry)
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Abstract: The complexes RuCl2(PCy3)2(=CHPh), 1, and RuCl2(PCy3)(H2IMes)(=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.
Keywords: Olefin Metathesis; Grubbs catalysts; oleate-type fatty compounds Olefin Metathesis; Grubbs catalysts; oleate-type fatty compounds
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Marvey, B.B.; Segakweng, C.K.; Vosloo, M.H.C. Ruthenium Carbene Mediated Metathesis of Oleate-Type Fatty Compounds. Int. J. Mol. Sci. 2008, 9, 615-625.

AMA Style

Marvey BB, Segakweng CK, Vosloo MHC. Ruthenium Carbene Mediated Metathesis of Oleate-Type Fatty Compounds. International Journal of Molecular Sciences. 2008; 9(4):615-625.

Chicago/Turabian Style

Marvey, Bassie B.; Segakweng, Constance K.; Vosloo, Manie H.C. 2008. "Ruthenium Carbene Mediated Metathesis of Oleate-Type Fatty Compounds." Int. J. Mol. Sci. 9, no. 4: 615-625.


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