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Highly efficient aqueous phase chemoselective hydrogenation of α,β-unsaturated aldehydes catalysed by phosphine-decorated polymer immobilized IL-stabilized PdNPs†‡
S. Doherty,J. G. Knight,T. Backhouse,E. Abood,H. Alshaikh,I. J. S. Fairlamb,R. A. Bourne,T. W. Chamberlain,R. Stones
Green Chemistry Pub Date : 01/26/2017 00:00:00 , DOI:10.1039/C6GC03528K
Abstract

Phosphino-decorated polymer immobilised ionic liquid phase stabilised palladium nanoparticles (PdNP@PPh2-PIILP) and their PEGylated counterparts (PdNP@PPh2-PEGPIILP) are remarkably active and exceptionally selective catalysts for the aqueous phase hydrogenation of α,β-unsaturated aldehydes, ketones, esters and nitriles with PdNP@PPh2-PEGPIILP giving complete conversion and 100% selectivity for reduction of the C[double bond, length as m-dash]C bond, under mild conditions. This is the most selective PdNP-based system to be reported for the aqueous phase hydrogenation of this class of substrates.

Graphical abstract: Highly efficient aqueous phase chemoselective hydrogenation of α,β-unsaturated aldehydes catalysed by phosphine-decorated polymer immobilized IL-stabilized PdNPs
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