Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

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Record number 404212
Title Oxidative decarboxylation of unsaturated fatty acids
Author(s) Klis, F. van der; Hoorn, M.H. van den; Blaauw, R.; Haveren, J. van; Es, D.S. van
Source European Journal of Lipid Science and Technology 113 (2011)5. - ISSN 1438-7697 - p. 562 - 571.
Department(s) FBR Sustainable Chemistry & Technology
Biobased Products
Publication type Refereed Article in a scientific journal
Publication year 2011
Keyword(s) alkyl radicals - carboxylic-acids - complexes - alkenes - peroxydisulfate - silver(ii) - mechanism - olefins
Abstract Long-chain internal olefins were prepared by silver(II)-catalyzed oxidative decarboxylation of unsaturated fatty acids by sodium peroxydisulfate. Similar to saturated carboxylic acids, 1-alkenes were the major decarboxylation product in the additional presence of copper(II), whereas in the absence of copper(II) alkanes were predominantly formed. In both cases, the internal unsaturation of the fatty acids remained largely intact, although the moderate yields indicated that side reactions occurred to a significant extent. The simple procedure makes this multistep one-pot reaction useful for the synthesis of a variety of internally unsaturated hydrocarbons. The purified products, almost all of which are prepared for the first time, may serve as reference compounds for studies on the heterogeneously catalyzed decarboxylation of triglycerides and fatty acids in the absence of hydrogen.
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