Mechanistic study of hydrogenation of cyclohexene catalyzed by polymer-supported palladium(II) complex in various solvents

Jo, Young Min; Park, Kyoshik; Ahn, Jou–Hyeon; Ihm, Son‐Ki

doi:10.1016/1381-5148(96)00004-1

Cited by 13 publications

(3 citation statements)

References 12 publications

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“…Upon exchange with PdCl 2 , the polymers were no longer soluble in any solvent. As previously observed by Jo et al for poly(vinylpyridine) matrixes, this effect may be due to polymer cross-linking promoted by the supported metal species.…”

Section: Resultssupporting

confidence: 72%

“…Since then an impressive amount of work has been carried out, 2 especially as regards the use of noble metals supported on polymers as catalysts for hydrogenation reactions. [3][4][5][6][7][8] It is now apparent that the catalytic activity of such materials is influenced by the nature of both the polymer matrix and the reaction solvent.…”

Section: Introductionmentioning

confidence: 99%

“…The first example of a metal phase supported on a polymeric matrix dates back to 1956 when Akaburi and co-workers employed a palladium catalyst dispersed on a silk fibroin fiber to obtain optically active amines and amino acids by hydrogenation of appropriate organic precursors. Since then an impressive amount of work has been carried out, especially as regards the use of noble metals supported on polymers as catalysts for hydrogenation reactions. − It is now apparent that the catalytic activity of such materials is influenced by the nature of both the polymer matrix and the reaction solvent.…”

Section: Introductionmentioning

confidence: 99%

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Palladium Nanoparticles Supported on Hyperbranched Aramids: Synthesis, Characterization, and Some Applications in the Hydrogenation of Unsaturated Substrates

et al. 2003

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Hyperbranched (HB) aromatic polyamides (aramids), synthesized from A 2 + B3 reagents (A ) p-phenylenediamine; B ) trimesic acid), have been used as polymeric supports for palladium(0) nanoparticles. The chemical-physical properties of these aramids, denoted as pPDT, have been compared to those of the polymer pABZAIA obtained from the AB2 monomer 5-(4-aminobenzamido)isophthalic acid. The two HB polymers show structural differences in the shape of the macromolecule as well as the nature of the end groups. The pPDT materials exhibit a less regular structure with both amino and carboxy terminal groups, while the pABZAIA polymer contains a single amine focal unit per molecule and carboxy end groups. HB aramid-supported Pd 0 nanoparticles were obtained by reduction of polymersupported PdCl2 with an aqueous solution of NaBH4. Some model compounds, mimicking the polymeric hyperbranched structure, were investigated to gain insight into the nature of the interactions occurring between PdCl2 and the support. The nature of the interactions between the polymeric matrix and PdCl2 was investigated by means of FT IR and XPS techniques. XPS spectroscopy, performed on both polymers and model molecules, indicated that the interaction between the support and the metallic precursor involves the terminal amino groups. The particle dimensions and the metallic dispersion were determined by TEM analysis. This study showed that the dimensions and dispersion of the metal clusters on pABZAIA are smaller than those on pPDT. A preliminary study of the catalytic performance of a specific Pd 0 / pPDT catalyst in the hydrogenation of relevant unsaturated substrates (benzene, benzylideneacetone, phenylacetylene, diphenylacetylene, and quinoline) has been carried out in either nonpolar or polar solvents. In most cases, the catalyst proved to be efficient, selective, and recyclable, yet the nature of the solvent affected remarkably the catalysis outcome in terms of both activity and selectivity.

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Section: Resultssupporting

confidence: 72%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Palladium Nanoparticles Supported on Hyperbranched Aramids: Synthesis, Characterization, and Some Applications in the Hydrogenation of Unsaturated Substrates

et al. 2003

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Chemoselective hydrogenation of nitriles to secondary or tertiary amines catalyzed by aqueous‐phase catalysts supported on hexagonal mesoporous silica

Ajjou

Robichaud

2018

Applied Organom Chemis

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The first supported aqueous-phase catalyst for the hydrogenation of nitriles is revealed. The catalyst prepared from Pd(PhCN) 2 Cl 2 , water-soluble ligand 2,2′-biquinoline-4,4′-dicarboxylic acid dipotassium salt and mesoporous silica is a highly efficient catalyst for the selective formation of secondary or tertiary amines from aromatic or aliphatic nitriles. The catalytic system is stable and can be recycled and reused three times without loss of activity and selectivity.This environmentally friendly process is, in addition, an attractive alternative to many homogeneous and heterogeneous catalysts because of its easy preparation and the moderate operational conditions under which it is highly active.

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Effect of active site distribution on liquid-phase olefin hydrogenation over polymer-supported palladium complex

Ahn

Ihm

1997

Korean J. Chem. Eng.

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Mechanistic study of hydrogenation of cyclohexene catalyzed by polymer-supported palladium(II) complex in various solvents

Cited by 13 publications

References 12 publications

Palladium Nanoparticles Supported on Hyperbranched Aramids: Synthesis, Characterization, and Some Applications in the Hydrogenation of Unsaturated Substrates

Palladium Nanoparticles Supported on Hyperbranched Aramids: Synthesis, Characterization, and Some Applications in the Hydrogenation of Unsaturated Substrates

Chemoselective hydrogenation of nitriles to secondary or tertiary amines catalyzed by aqueous‐phase catalysts supported on hexagonal mesoporous silica

Effect of active site distribution on liquid-phase olefin hydrogenation over polymer-supported palladium complex

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