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Issue 15, 2018
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Amines as effective ligands in iridium-catalyzed decarbonylative dehydration of biosourced substrates

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Abstract

Linear α-olefins (LAOs) and linear internal olefins (LIOs) are essential intermediates in the synthesis of surfactants, lubricants, and polymers. Concurrently with petroleum-based industrial processes, the production of LAOs and LIOs from renewable feedstocks has gained increasing interest in recent years. Organometallic catalysts have been developed designedly, especially Pd, Fe and Ir catalysts. However, such catalysts are mostly stabilized by phosphanes, ligands sometimes difficult to handle especially on large scales. Alternatives to phosphanes would thus be highly desirable. In the present study, we demonstrate that Ir catalysts coordinated by amines are suitable to decarbonylate a wide range of biosourced substrates under mild conditions. The resulting LAOs and LIOs are obtained with good conversion provided that the nature and the quantity of the amines are controlled accurately. The LAO/LIO selectivity can also be tuned by a judicious choice of experimental conditions. Interestingly, the Ir-based catalytic system is applicable to the decarbonylative dehydration of saturated, unsaturated and polyunsaturated fatty acids.

Graphical abstract: Amines as effective ligands in iridium-catalyzed decarbonylative dehydration of biosourced substrates

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Publication details

The article was received on 27 Mar 2018, accepted on 09 Jul 2018 and first published on 10 Jul 2018


Article type: Paper
DOI: 10.1039/C8CY00621K
Citation: Catal. Sci. Technol., 2018,8, 3948-3953
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    Amines as effective ligands in iridium-catalyzed decarbonylative dehydration of biosourced substrates

    J. Ternel, B. Léger, E. Monflier and F. Hapiot, Catal. Sci. Technol., 2018, 8, 3948
    DOI: 10.1039/C8CY00621K

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