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Core phosphine-functionalized amphiphilic nanogels as catalytic nanoreactors for aqueous biphasic hydroformylation

Abstract : Amphiphilic phosphine-functionalized nanogel particles were synthesized by aqueous polymerization induced self-assembly insuring a well-defined architecture as well as a narrow size distribution (average diameter of ca. 90 nm in water). They were successfully applied as ligands for the biphasic hydroformylation of 1-octene catalyzed by rhodium, yielding TOFs in the 350–650 h-1 range and a linear to branched aldehyde ratio of 3.5. Embedding the phosphine ligands within a cross-linked structure did not strongly impede mass transfer toward the active centers, as proved by fast metal coordination and a catalytic activity tantamount to that of higher chain mobility micelles or core-cross-linked micelles that have phosphine moieties located on flexible linear arms. However, this extended cross-linking reduced particle swelling and transfer to the organic phase, affording a significantly lowered Rh loss. For all the architectures, a low functionalization degree was preferable to achieve high activity, the selectivity remaining essentially unchanged.
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Emeline Lobry, Andrés Fernando Cardozo Perez, Laurie Barthe, Jean-François Blanco, Henri Delmas, et al.. Core phosphine-functionalized amphiphilic nanogels as catalytic nanoreactors for aqueous biphasic hydroformylation. Journal of Catalysis, Elsevier, 2016, 342, pp.164-172. ⟨10.1016/j.jcat.2016.07.023⟩. ⟨hal-01878788⟩

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