Palladium-Containing Aminated Activated Carbons: Hydrogenation of Aromatic Nitro Compounds

IF 0.9 4区化学 Q4 CHEMISTRY, PHYSICAL High Energy Chemistry Pub Date : 2023-12-23 DOI:10.1134/s0018143923080076

A. P. Dyrvar’, D. S. Maksimenko, K. K. Syabetova, N. A. Magdalinova, M. V. Klyuev

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Abstract

The hydrogenation of 2-amino-4-methyl-6-nitrophenol, 2-chloro-4-nitrophenylformamide, 4рnitro-m-xylene, 2-nitro-m-xylene, o-bromonitrobenzene, o-nitroethylbenzene, p-nitroaniline, 1-(3-nitrophenyl)-3-(4-nitrophenyl)urea, 1-(2-methoxy-4-nitrophenyl)-3-(2-methoxy-5-nitrophenyl)urea, pрnitrophenol, o-nitrophenol, 5-(3-nitrophenyl)-2,3,7,8,12,18-hexamethyl-13,17-di-n-butylporphine, 5р(4-nitrophenyl)-2,3,7,8,12,18-hexamethyl-13,17-di-n-butylporphine, 5,15-bis(4-nitrophenyl)-3,7,13,17-tetramethyl-2,8,12,18-tetra-n-butylporphine and 5,10,15,20-tetrakis(3-nitrophenyl)porphine in the presence of palladium-containing aminated activated carbon has been studied under mild conditions (solvent, ethanol; T = 25–45°C; and \({{P}_{{{{{\text{H}}}_{2}}}}}\) = 1 atm). It has been found that strong substituents of the first kind in aromatic nitro compounds accelerate the hydrogenation of the nitro group and the hydrogenation of porphyrins containing nitro groups on the periphery of a macrocyclic ring afford the corresponding amino derivatives.

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含钯活性碳：芳香族硝基化合物的加氢反应

对硝基苯胺、1-(3-硝基苯基)-3-(4-硝基苯基)脲、1-(2-甲氧基-4-硝基苯基)-3-(2-甲氧基-5-硝基苯基)脲、对硝基苯酚、邻硝基苯酚、5-(3-硝基苯基)-2,3,7,8,12、18-hexamethyl-13,17-di-n-butylporphine, 5р(4-nitrophenyl)-2,3,7,8,12,18-hexamethyl-13,17-di-n-butylporphine, 5,15-bis(4-nitrophenyl)-3,7,13,17-tetramethyl-2,8,12,18-tetra-n-butylporphine and 5,在温和的条件下（溶剂为乙醇；T = 25-45°C; and \({{P}_{{{{{\text{H}}}_{2}}}}}\) = 1 atm）。研究发现，芳香族硝基化合物中的第一类强取代基会加速硝基的氢化，而在大环外围含有硝基的卟啉的氢化反应会产生相应的氨基衍生物。

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来源期刊

High Energy Chemistry 化学-物理化学

CiteScore

1.50

自引率

28.60%

发文量

审稿时长

6-12 weeks

期刊介绍： High Energy Chemistry publishes original articles, reviews, and short communications on molecular and supramolecular photochemistry, photobiology, radiation chemistry, plasma chemistry, chemistry of nanosized systems, chemistry of new atoms, processes and materials for optical information systems and other areas of high energy chemistry. It publishes theoretical and experimental studies in all areas of high energy chemistry, such as the interaction of high-energy particles with matter, the nature and reactivity of short-lived species induced by the action of particle and electromagnetic radiation or hot atoms on substances in their gaseous and condensed states, and chemical processes initiated in organic and inorganic systems by high-energy radiation.