SCHEDULED MAINTENANCE
Kinetic investigation into the chemoselective hydrogenation of α,β-unsaturated carbonyl compounds catalyzed by Ni(0) nanoparticles†
*a
and
Karine
Philippot
*b
Abstract
A series of Ni(0) nanocatalysts was prepared from a Ni(COD)2 complex in the presence of different stabilizers (hexadecylamine, polyvinylpyrrolidone (PVP), PVP/triphenylphosphine, octanoic acid and stearic acid) for their evaluation in the selective hydrogenation reaction of α,β-unsaturated carbonyl compounds by H2 under mild reaction conditions, i.e., low H2 pressure, temperature and catalyst loading. All nanocatalysts were active in reducing only the C![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
C bond and this chemoselectivity was attributed to the reduced nature of the Ni-NPs surface. Moreover, the hydrogenation reaction rate appeared to be sensitive to ligand type, with the carboxylic acid-stabilized systems showing the best performances. A full kinetic investigation into the t-chalcone chemoselective reduction of the CC bond, with the best catalyst (Ni-octanoic acid) revealed that the rate-determining step is the hydrogenation of the adsorbed substrate on the NPs surface, following a Horiuti–Polanyi type of mechanism. Regarding sustainable chemistry concerns, the best catalyst could be reused up to 10 times without significant loss of activity.
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