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

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.