Journal
GREEN CHEMISTRY
Volume 13, Issue 10, Pages 2911-2919Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1gc15569e
Keywords
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Funding
- CNRS
- French Ministry of research
- European Network IDECAT [NOENMP3-CT-2005-011730]
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The ruthenium catalysed cross-metathesis of fatty-esters arising from plant oils with acrylonitrile is presented. The resulting linear nitrile ester products have potential as new intermediates for polyamides synthesis. A series of commercially available catalysts are able to promote the transformation of methyl 10-undecenoate 1, dimethyl octadec-9-en-1,18-dioate 5 and methyl ricinoleate 9 with acrylonitrile and a protocol based on the slow addition of catalyst allowed TONs as high as 1900 (92% yield) to be reached for cross-metathesis with acrylonitrile. These cross-metathesis conditions have been applied to methyl acrylate and TONs up to 7600 were obtained.
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