Tuning the Chemoselectivity of Rh Nanoparticle Catalysts by Site-Selective Poisoning with Phosphine Ligands: The Hydrogenation of Functionalized Aromatic Compounds

Snelders, Dennis J. M.; Yan, Ning; Gan, Weijia; Laurenczy, Gábor; Dyson, Paul J.

doi:10.1021/cs200575r

Cited by 80 publications

(54 citation statements)

References 34 publications

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“…The choice of catalyst (metal and support) as well as the solvent used for reaction will also have a strong influence on the adsorption strength and geometry making the choice of solvent/catalyst for a particular selective transformation difficult to predict. There are fewer studies reporting the hydrogenation of molecules where the aromatic and carbonyl functionalities are separated/distal within the molecule such as phenylacetone [40,41] and a range of aromatic ketones including 4-phenyl-2-butanone [42].…”

Section: Introductionmentioning

confidence: 99%

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

McManus

Daly

Thompson

et al. 2015

Journal of Catalysis

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a b s t r a c tThe hydrogenation of 4-phenyl-2-butanone over Pt/TiO 2 and Pt/SiO 2 catalysts has been performed in a range of solvents and it has been observed that the solvent impacted on the selectivity of ketone and aromatic ring hydrogenation as well as the overall TOF of the titania catalyst with no solvent effect on selectivity observed using the silica supported catalyst where ring hydrogenation was favored. For the titania catalyst, alkanes were found to favor ring hydrogenation whereas aromatics and alcohols led to carbonyl hydrogenation. A two-site catalyst model is proposed whereby the aromatic ring hydrogenation occurs over the metal sites while carbonyl hydrogenation is thought to occur predominantly at interfacial sites, with oxygen vacancies in the titania support activating the carbonyl. The effect of the solvent on the hydrogenation reaction over the titania catalyst was related to competition for the active sites between solvent and 4-phenyl-2-butanone.

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Section: Introductionmentioning

confidence: 99%

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

McManus

Daly

Thompson

et al. 2015

Journal of Catalysis

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“…These data should be useful for the description of related effects in nanocatalysis. The influence of five phosphine ligands on the catalytic activity of Rh NPs were analyzed, and the results suggest that the electronic effect, steric effect (bulkiness of the ligand) and the hydrophobicity of ligands are all playing a role [66]. More recently, a work focused on the electronic effect of ligands on the catalytic activity and stability of NPs was performed [67].…”

Section: Employment Of Additional Stabilizermentioning

confidence: 99%

Towards Rational Design of Nanoparticle Catalysis in Ionic Liquids

Zhang

Yan

2013

Catalysts

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This feature article introduces the strategies on the design of highly efficient nanoparticle (NP) catalytic systems in ionic liquids (ILs). The employment of functional ILs as the media for NP preparation and catalysis could prove advantageous in terms of enhancing both NP stability and catalytic activity. Hydroxyl group functionalized ILs, in particular, exhibited a remarkable promotion effect on a variety of reactions catalyzed by NPs, such as hydrogenation over Rh NPs, hydrodehalogenation over Pt NPs and Suzuki reaction over Pd NPs. In some cases, tailor-made stabilizer is used in addition to keep the NPs sufficiently stable. For example, a carboxylic group modified polyvinylpyrrolidone endows NPs three-fold stabilization, including steric, electrostatic and ligand stabilizations, which leads to excellent stability of the NPs. The catalytic activities of these NPs, on the other hand, are not compromised, as each of these stabilizations is not too strong. Following that, the article describes our recent work on the rational design of bimetallic NPs in ILs and the development of multifunctional systems involving NPs for a tandem reaction sequence that convert lignin-derived phenolic compounds into fuels.

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“…59 Rh-NPs were synthesized in water using PVP as stabilizers and phosphine ligands as additives. Several different phosphine ligands with different steric and electronic properties and polarities have been investigated during the synthesis.…”

Section: Hydrogenation Of Aromatic Compoundsmentioning

confidence: 99%

Nanocatalysts for Hydrogenation Reactions

Narayanan

2013

Nanocatalysis Synthesis and Applications

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Tuning the Chemoselectivity of Rh Nanoparticle Catalysts by Site-Selective Poisoning with Phosphine Ligands: The Hydrogenation of Functionalized Aromatic Compounds

Cited by 80 publications

References 34 publications

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

Effect of solvent on the hydrogenation of 4-phenyl-2-butanone over Pt based catalysts

Towards Rational Design of Nanoparticle Catalysis in Ionic Liquids

Nanocatalysts for Hydrogenation Reactions

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