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Cross metathesis of bio-sourced fatty nitriles with acrylonitrile.

Abstract : We report the cross metathesis of two olefinic partners contg. different types of nitrile functionality. Thus, cross metathesis of fatty nitriles with acrylonitrile have been achieved with olefin metathesis ruthenium catalysts. 10-Undecenenitrile provides 2-dodecenedinitrile with a high turnover no. of 13,280 in the green solvent, di-Et carbonate. Cross metathesis with the internal carbon-carbon double bond of oleonitrile gave the expected products, and the cleavage of the internal double bond proved to be more difficult probably owing to faster catalyst decomposition.
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Submitted on : Monday, August 31, 2015 - 3:02:57 PM
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Johan Bidange, Cédric Fischmeister, Christian Bruneau, Jean-Luc Dubois, Jean-Luc Couturier. Cross metathesis of bio-sourced fatty nitriles with acrylonitrile.. Chemical Monthly / Monatshefte für Chemie, Springer Verlag, 2015, 146 (7), pp.1107-1113. ⟨10.1007/s00706-015-1480-1⟩. ⟨hal-01153405⟩

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