Composites Based on Nanodispersed Nickel, Graphene-Like Carbon, and Aerosil for Catalytic Hydrogenation of Furfural and Quinoline

Asaula, Vitaliy; Швец, А. В.; Pariiska, O. O.; Buryanov, Volodymyr V.; Volochnyuk, Dmitriy M.; Kolotilov, Sergey V.

doi:10.1007/s11237-020-09657-z

Cited by 10 publications

(9 citation statements)

References 21 publications

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“…The catalytic properties of the composites were tested in the reaction of quinoline hydrogenation because this reaction was widely used for the evaluation of the hydrogenation catalysts [ 11 , 12 , 27 , 28 , 29 , 30 ]. The reaction conditions (T = 50 °C, p(H 2 ) = 30 bar, t = 4 h, Table 2 ) were specially selected in such a manner that complete conversion of quinoline to 1,2,3,4-tetrahydroquinoline was not achieved ( Table 2 ).…”

Section: Resultsmentioning

confidence: 99%

“…Time, temperature, and duration of the processes are indicated in the text of the paper. After completion of the reaction, the catalyst was separated by centrifugation, the reaction mixture was evaporated, and the organic residue was analyzed by NMR and LC/MS, as reported previously [ 28 , 29 , 30 ].…”

Section: Methodsmentioning

confidence: 99%

“…Well-known protocols used for the preparation of Pd-containing hydrogenation catalysts were selected in order to evaluate the performance of the commonly used Pd-containing composites in this reaction. The performance of these catalysts was also evaluated by the hydrogenation of quinoline—a well-studied reaction, which can be proposed as a benchmark for the comparison of the catalytic performance in the hydrogenation reaction [ 11 , 12 , 27 , 28 , 29 , 30 ].…”

Section: Introductionmentioning

confidence: 99%

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Screening of Palladium/Charcoal Catalysts for Hydrogenation of Diene Carboxylates with Isolated-Rings (Hetero)aliphatic Scaffold

et al. 2023

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A series of seven palladium-containing composites, i.e., four Pd/C and three Pd(OH)2/C (Pearlman’s catalysts), was prepared using modified common approaches to deposition of Pd or hydrated PdO on charcoal. All the composites were tested in the catalytic hydrogenation of diene carboxylates with the isolated-ring scaffold, e.g., 5,6-dihydropyridine-1(2H)-carboxylates with 2-(alkoxycarbonyl)cyclopent-1-en-1-yl and hex-1-en-1-yl substituents at the C(4)-position. The performance of the composites was also studied via the hydrogenation of quinoline as a model reaction. The composites were characterized by transmission and scanning electron microscopy (TEM and SEM), powder X-ray diffraction, and low-temperature N2 adsorption. It was found that the composites containing Pd nanoparticles (NPs) of 5–40 nm size were the most efficient catalysts for the hydrogenation of dienes, providing the reduced products with up to 90% yields at p(H2) = 100 atm, T = 30 °C for 24 h. The method of Pd NPs formation had more effect on the catalyst performance than the size of the NPs. The catalytic performance of Pearlman’s catalysts (Pd(OH)2/C) in the hydrogenation of dienes was comparable to or lower than the performance of the Pd/C systems, though the Pearlman’s catalysts were more efficient in the hydrogenation of quinoline.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Screening of Palladium/Charcoal Catalysts for Hydrogenation of Diene Carboxylates with Isolated-Rings (Hetero)aliphatic Scaffold

et al. 2023

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“…In contrast to Co-containing system, pyrolysis of Ni 2 + complexes with melamine on aerosil led to formation of the composites, containing distinct phases of Ni and NiO. [106] The size of Ni nanoparticles was 20-30 nm, and the composites contained carboneous component, which could be described as graphene-like carbon. These composites had significantly lower performance compared to their Co-containing analogues, and in the process of quinoline hydrogenation in the presence of Ni-containing composites the yield of 1,2,3,4-tetrahydroquinoline did not exceed 25 % (100 °C, 100 bar, 24 h).…”

Section: Pyrolysis Of Metal Complexes As a Route For Hydrogenation Ca...mentioning

confidence: 99%

“…Reaction of furfural hydrogenation and acetal formation in the presence of Ni-containing composites. [106] deposition of PGM nanoparticles for improvement of the catalysts activity and respective reduction of precious metals consumptions. Decomposition of complexes of zero-valent metals is a good method for creation of such systems with higher activity.…”

Section: A Future Outlookmentioning

confidence: 99%

Advances and Challenges in Development of Transition Metal Catalysts for Heterogeneous Hydrogenation of Organic Compounds

Ivanytsya,

Subotin,

Gavrilenko

et al. 2023

The Chemical Record

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Actual problems of development of catalysts for hydrogenation of heterocyclic compounds by hydrogen are summarized and discussed. The scope of review covers composites of nanoparticles of platinum group metals and 3d metals for heterogeneous catalytic processes. Such problems include increase of catalyst activity, which is important for reduction of precious metals content; development of new catalytic systems which do not contain metals of platinum group or contain cheaper analogues of Pd; control of factors which make influence on the selectivity of the catalysts; achievement of high reproducibility of the catalyst‘s performance and quality control of the catalysts. Own results of the authors are also summarized and described. The catalysts were prepared by decomposition of Pd0 and Ni0 complexes, pyrolysis of Ni2+ and Co2+ complexes deposited on aerosil and reduction of Ni2+ in pores of porous support in situ. The developed catalysts were used for hydrogenation of multigram batches of heterocyclic compounds.

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Catalytic Hydrogenation of Substituted Quinolines on Co–Graphene Composites

et al. 2021

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A set of 20 composites was prepared by pyrolysis of Co2+ complexes with 1,10‐phenanthroline, melamine and 1,2‐diaminobenzene. These composites were tested as the catalysts for the hydrogenation of quinolines. As shown by powder X‐ray diffraction and TEM, the composited contained Co particles of several dozen nm sizes. The composition (elements content), Raman spectra X‐ray photoelectron spectra parameters of the composites were analyzed. It was found that there was no distinct factor that controlled the yield of 1,2,3,4‐tetrahydroquinolines in the investigated process. The yields of the respective products were in the range 90–100 %. The three most active composites were selected for scale‐up and hydrogenation of a series of substituted quinolines. Up to 97 % yield of 1,2,3,4‐tetrahydroquinoline was obtained on a 50 g scale. Five representative substituted quinolines were synthesized on a 10–20 grams scale using the Co‐containing composites as the catalysts.

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Composites Based on Nanodispersed Nickel, Graphene-Like Carbon, and Aerosil for Catalytic Hydrogenation of Furfural and Quinoline

Cited by 10 publications

References 21 publications

Screening of Palladium/Charcoal Catalysts for Hydrogenation of Diene Carboxylates with Isolated-Rings (Hetero)aliphatic Scaffold

Screening of Palladium/Charcoal Catalysts for Hydrogenation of Diene Carboxylates with Isolated-Rings (Hetero)aliphatic Scaffold

Advances and Challenges in Development of Transition Metal Catalysts for Heterogeneous Hydrogenation of Organic Compounds

Catalytic Hydrogenation of Substituted Quinolines on Co–Graphene Composites

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