4316-55-6Relevant articles and documents
METHOD FOR PRODUCING AROMATIC AMINE
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Paragraph 0047; 0050, (2018/06/13)
PROBLEM TO BE SOLVED: To provide a method for producing aromatic amine solving the problem that, in the case a halogen atom is selected as the well-known leaving group of a coupling reaction raw material compound, since harmful halogen waste is by-produced after reaction, waste liquid treatment is complicated and an environmental load is high and further solving the problem that, in the case a trifluoromethanesulfonyloxy group is selected as the leaving group, an environmental load upon the production of a raw material compound having a trifluoromethanesulfonyloxy group is high, and also, the production operation is complicated. SOLUTION: Provided is a method for producing an aromatic amine compound characterized in that an aromatic nitro compound and an amine compound are brought into cross coupling reaction in the presence of a metal catalyst. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT
N/O-doped carbon as a "solid ligand" for nano-Pd catalyzed biphenyl- and triphenylamine syntheses
Pang, Shaofeng,Zhang, Yujing,Huang, Yongji,Yuan, Hangkong,Shi, Feng
, p. 2170 - 2182 (2017/07/24)
A series of N/O-doped porous carbon supported nanopalladium catalysts have been successfully prepared, in which the N/O doped carbons were controllably produced via polypyrrole/furan synthesis followed by carbonization. These catalysts exhibit good performance in biphenylamine and triphenylamine syntheses with nitrobenzene and cyclohexanone as starting materials. Their catalytic activity can be tuned efficiently by the N/O functional groups on the carbon surface. TEM, XRD, XPS and laser Raman methods were applied to probe the structure of these catalysts. These results indicate that the Pd nanoparticles were supported on N/O-doped porous carbon via the "coordination" between Pd nanoparticles and N/O functional groups including O-CO, CN and tertiary nitrogen, and better catalytic performance was obtained if carbon with the highest N-species loading was used as the support. In addition, a mechanistic study proved that the reaction starts with the catalytic reduction of nitrobenzene with cyclohexanone as the hydrogen source. During this reaction, aniline was formed and the cyclohexanone was transformed into phenol. Then biphenylamine and triphenylamine were generated through the reaction of aniline and cyclohexanone. This work should facilitate the controllable preparation of carbon supported nanocatalysts with specific activity, and open up a promising pathway for the development of new methodologies for N-containing fine chemical synthesis.
Buchwald–Hartwig Amination of Nitroarenes
Inoue, Fumiyoshi,Kashihara, Myuto,Yadav, M. Ramu,Nakao, Yoshiaki
supporting information, p. 13307 - 13309 (2017/10/17)
The Buchwald–Hartwig amination of nitroarenes was achieved for the first time by using palladium catalysts bearing dialkyl(biaryl)phosphine ligands. These cross-coupling reactions of nitroarenes with diarylamines, arylamines, and alkylamines afforded the corresponding substituted arylamines. A catalytic cycle involving the oxidative addition of the Ar?NO2 bond to palladium(0) followed by nitrite/amine exchange is proposed based on a stoichiometric reaction.
