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Article Dans Une Revue Green Chemistry Année : 2012

Polyamide precursors from renewable 10-undecenenitrile and methyl acrylate via olefin cross-metathesis

Résumé

The ruthenium-catalyzed cross-metathesis of the unsaturated fatty acid derivative 10-undecenenitrile 1 arising from castor oil with methyl acrylate produces a C12 nitrile ester with high turnover number. This product has potential as a new bio-sourced intermediate for the production of polyamides. This route competes favourably with the reverse cross-metathesis of methyl 10-undecenoate with acrylonitrile leading to the same C12 α,ω-amino ester 7 after hydrogenation of the carbon-carbon double bond and the nitrile functionality.

Domaines

Catalyse
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Dates et versions

hal-00864808 , version 1 (23-09-2013)

Identifiants

Citer

Xiaowei Miao, Cédric Fischmeister, Pierre H. Dixneuf, Christian Bruneau, J.-L. Dubois, et al.. Polyamide precursors from renewable 10-undecenenitrile and methyl acrylate via olefin cross-metathesis. Green Chemistry, 2012, 14, pp.2179-2183. ⟨10.1039/C2GC35648A⟩. ⟨hal-00864808⟩
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