20972-43-4Relevant articles and documents
An FTIR spectroscopic study of the selective oxidation of nitrosobenzne to nitrobenzene by metal oxides
Meijers,Ponec
, p. 1 - 9 (1996)
Catalytic conversion of nitro- into nitrosobenzene by transition metal oxides is of considerable practical and theoretical interest. Therefore, the surface chemistry of nitrosobenzene on various metal oxides has been studied using IR spectroscopy. The main products of surface reactions are nitrobenzene and azoxybenzene. Findings of this study are compared with the results of a mass spectroscopic study carried out with nitrosobenzene on the same oxides. Molecularly adsorbed nitrosobenzene is found to be coordinated to metal cations by σ-N as well as σ-O bonds. Also the cis-dimer of nitrosobenzene is detected. As a reference, the spectra of adsorbed nitrosobenzene were compared with the spectra of monomeric nitrosobenzene dissolved in benzene and dimeric nitrosobenzene dissolved in ethanol. Some IR absorptions not reported earlier are assigned to C-N stretching and ring vibrations of σ-O coordinated and dimeric nitrosobenzene. The coordination modes of nitrosobenzene observed with the different oxides, and the reverse relationship found between ν(N=O) and ν(C-N) are in agreement with the observations made with nitroso compounds coordinated as ligands in organometallic complexes. A link to the catalytic behavior of nitrosobenzene on oxides is indicated.
General Catalyzed Condensation of Nitrosobenzene and Phenylhydroxylamine in Aqueous Solution
Becker, Allyn R.,Sternson, Larry A.
, p. 1708 - 1710 (1980)
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Weill,Panson
, p. 803 (1956)
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Zr(OH)4-Catalyzed Controllable Selective Oxidation of Anilines to Azoxybenzenes, Azobenzenes and Nitrosobenzenes
Long, Yu,Luo, Nan,Ma, Jiantai,Qin, Jiaheng,Sun, Fangkun,Wang, Wei David,Zhou, Pan-Pan
supporting information, (2021/12/09)
The selective oxidation of aniline to metastable and valuable azoxybenzene, azobenzene or nitrosobenzene has important practical significance in organic synthesis. However, uncontrollable selectivity and laborious synthesis of the expensive required catalysts severely hinders the uptake of these reactions in industrial settings. Herein, we have pioneered the discovery of Zr(OH)4 as an efficient heterogeneous catalyst capable of the selective oxidation of aniline, using either peroxide or O2 as oxidant, to selectively obtain various azoxybenzenes, symmetric/unsymmetric azobenzenes, as well as nitrosobenzenes, by simply regulating the reaction solvent, without the need for additives. Mechanistic experiments and DFT calculations demonstrate that the activation of H2O2 and O2 is primarily achieved by the bridging hydroxyl and terminal hydroxyl groups of Zr(OH)4, respectively. The present work provides an economical and environmentally friendly strategy for the selective oxidation of aniline in industrial applications.
NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes
Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 5349 - 5353 (2021/07/21)
A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.
Modified mesoporous y zeolite catalyzed nitration of azobenzene using NO2as the nitro source combined with density functional theory studies
Chen, Lei,Guo, Chuanzhou,Guo, Jiaming,Peng, Xinhua
, p. 21389 - 21394 (2021/12/04)
A modified mesoporous Y zeolite is developed to catalyze high ortho regioselective nitration of azobenzene with NO2 as the nitro source. The mesoporous Y zeolite is modified by the ion exchange method and characterized by various analyses involving FT-IR spectroscopy, and XPS and BET analyses. The ortho/para ratio of mononitration products is improved from 0.70 to 2.39 in the presence of the catalyst. Based on density functional theory (DFT), the active sites of nitration reaction are calculated by combining the electrostatic potential with the average local ionization energy, which are further support the electrophilic substitution mechanism of azobenzene in the catalytic nitration reaction. This journal is
