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Rhodium-Biphephos-Catalyzed Tandem Isomerization-Hydroformylation of Oleonitrile

Abstract : Tandem isomerization-hydroformylation of oleonitrile (an 18-carbon nitrile with a remote internal (9-)C=C bond) has been studied using Rh-bisphosphite catalyst systems, targeting formation of the linear aldehyde. The best compromise between regioselectivity (l/b = 58:42) and chemoselectivity (60%) was obtained at 120 degrees C and 10 bar CO/H-2 (1:1) with a catalyst based on Biphephos at a 0.5 mol % catalyst load and a low ligand excess (2 equiv. versus Rh). These values stand among the better reported ones for the tandem isomerization-hydroformylation of long chain olefins with a single-component catalyst system.
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Lucas Le Goanvic, Jérémy Ternel, Jean-Luc Couturier, Jean-Luc Dubois, Jean-François Carpentier. Rhodium-Biphephos-Catalyzed Tandem Isomerization-Hydroformylation of Oleonitrile. Catalysts, MDPI, 2018, 8 (1), pp.21. ⟨10.3390/catal8010021⟩. ⟨hal-01709525⟩

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