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Issue 8, 2014
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Selective formation of α,ω-ester amides from the aminocarbonylation of castor oil derived methyl 10-undecenoate and other unsaturated substrates

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Abstract

The reaction of long chain alkenes with CO and aniline in the presence of palladium complexes of 1,2-bis-(ditertbutylphosphinomethyl)benzene produces amides with high linear selectivity, with much higher rates and catalyst stability when 2-naphthol and sodium or potassium iodide are added. Unsaturated esters including methyl 10-undecenoate from castor oil give α,ω-ester amides, whilst reactions in THF give N-phenylpyrrolidine.

Graphical abstract: Selective formation of α,ω-ester amides from the aminocarbonylation of castor oil derived methyl 10-undecenoate and other unsaturated substrates

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Publication details

The article was received on 07 Feb 2014, accepted on 12 Apr 2014 and first published on 16 Apr 2014


Article type: Paper
DOI: 10.1039/C4CY00158C
Author version available: Download Author version (PDF)
Citation: Catal. Sci. Technol., 2014,4, 2332-2339
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    Selective formation of α,ω-ester amides from the aminocarbonylation of castor oil derived methyl 10-undecenoate and other unsaturated substrates

    C. Jiménez-Rodriguez, A. A. Núñez-Magro, T. Seidensticker, G. R. Eastham, M. R. L. Furst and D. J. Cole-Hamilton, Catal. Sci. Technol., 2014, 4, 2332
    DOI: 10.1039/C4CY00158C

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