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Journal ArticleDOI

Hydrogenation of alkenes and alkynes catalyzed by polymer-bound palladium(II) complexes

01 Apr 1985-Journal of Catalysis (Academic Press)-Vol. 92, Iss: 2, pp 327-339
TL;DR: In this article, a polymer-supported Pd(II) species has been prepared by means of an oxidative addition reaction between Pd (PPh 3 ) 4 and chloromethylated crosslinked polystyrene.
About: This article is published in Journal of Catalysis.The article was published on 1985-04-01. It has received 23 citations till now. The article focuses on the topics: Catalysis & Alkene.
Citations
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Journal ArticleDOI
TL;DR: A review of the metal complex forming coordination polymers can be found in this paper, where a polymer-metal complex is composed of synthetic polymer and metal ions bound to the polymer ligand by a coordinate bond.

193 citations

Journal ArticleDOI
TL;DR: In this paper, the effect of porosity, surface chemistry and sulphur content on catalytic activity and poisoning resistance of [PdCl2(NH2(CH2)12CH3)2], supported on active carbons, have been studied.
Abstract: The catalytic activity and poisoning resistance of [PdCl2(NH2(CH2)12CH3)2], supported on active carbons, have been studied, regarding the effect of some of the support properties, such as: porosity, surface chemistry and sulphur content. Commercial active carbons and almond-shell-derived carbons were used. Some of the commercial active carbons were submitted to different treatments to purify them or to modify the support surface chemistry. Active carbons were characterised by nitrogen adsorption at 77 K, carbon dioxide adsorption at 273 K, mercury porosimetry, elemental analysis and TPD. Catalysts were prepared supporting the metal complex by the incipient impregnation method, with a palladium content of ca. 0.3% wt. All the catalysts were analysed by XPS and nitrogen adsorption at 77 K. The catalytic activity and sulphur-poisoning resistance were determined in the cyclohexene hydrogenation to cyclohexane. Tetrahydrothiophene (THT) was used as the poisoning agent in a concentration of 300 ppm. Regarding the effect of support porosity, the catalytic activity increases with supermicropore (∅ from 0.7 to 2 nm) volume. With regard to the oxygen surface groups and sulphur content of the active carbons, no effect has been found. Catalyst poisoning by THT is found to be independent of the active carbon properties and lower than that observed for the unsupported metal complex and the complex supported on γ-Al2O3.

37 citations

Journal ArticleDOI
TL;DR: In this paper, the authors describe the use of catalysts for hydrogenation of various functional groups such as diphenylphosphine, triphenyl phosphine and 4-picoline in montmorillonite.

33 citations

Journal ArticleDOI
TL;DR: In this paper, the authors used the Wilkinson's complex as a reference catalyst for the hydrogenation of cyclohexene and found that it was more active and more resistant to a sulphur poison than the homogeneous systems also evaluated for comparison.
Abstract: Complexes of Rh, Ru, Pd and Ni with tridecylamine and chloride as ligands were prepared and tested as heterogeneous catalysts for the hydrogenation of cyclohexene. The Wilkinson’s complex was used as a reference catalyst. Supported complexes turned out to be more active and more resistant to a sulphur poison than the homogeneous systems also evaluated for comparison. The rhodium-tridecylamine complex was the most active, slightly less than the Wilkinson’s complex but more sulphur resistant than the latter. XPS and FTIR studies revealed that the complexes kept their chemical identity and remained attached to the support even after the reaction. This suggests that the coordination compounds studied are the catalytically active species or that they are converted to the actual active species during the catalytic process.

19 citations

Journal ArticleDOI
TL;DR: In this article, the catalysts were found to be active towards the hydrogenation of olefins under ambient conditions (room temperature and 1 atmosphere total pressure) with one catalyst (Cat-I) being active towards hydrogenation.
Abstract: bis-Benzonitriledichloropalladium(II) [(PhCN)2PdCl2] has been supported on two copolymers containing carboxyl and pyridyl groups and has been employed as a catalyst for the hydrogenation of olefins under mild conditions. The coordination environment and the nature of the metal species on the polymer have been studied by IR, ESCA, X-ray and a chemical test based on KCN treatment. Based on experimental evidence it is proposed that the polymer-palladium complexes initially contain palladium atoms with chlorine atom bridges which are cleaved in the activation. The catalysts were found to be active towards the hydrogenation of olefins under ambient conditions (room temperature and 1 atmosphere total pressure). The kinetic and mechanistic aspects of the hydrogenation of styrene and acrylonitrile and recycling capacity data using one catalyst (Cat-I) are reported.

18 citations

References
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Journal ArticleDOI
TL;DR: In this paper, a polymer-bound palladium (II) chloride complex has been prepared by the reaction of palladium chloride with a phosphinated polystyrene, and the rates of hydrogenation of cyclohexene, styrene and 1,3-cyclooctadiene have been studied and the dependence on factors such as substrate concentration, catalyst concentration, pressure and temperature has been determined.

71 citations

Journal ArticleDOI
TL;DR: In this article, the authors studied the hydrogenation of 15 acetylenes to olefins catalyzed by polymer-bound palladium(II) complexes synthetically and mechanistically.

32 citations

Journal ArticleDOI
TL;DR: In this paper, the authors showed that benzyl, o-, m- and p- cyanobenzyl chlorides can be added to Pd(PPh 3 ) 4 to obtain trans-PdCl(CH 2 C 6 H 4 Y)PPh3 ] 2 (2a--d) which are obtained in quantitative yields upon shifting the equilibria by oxidation of the free PPh 3 with H 2 0 2.

21 citations