603121-28-4Relevant articles and documents
Competition between Radical and Nonradical Reactions of Halonitrobenzenes in Alkaline Alcoholic Solutions
Arca, Vittorio,Paradisi, Cristina,Scorrano, Gianfranco
, p. 3617 - 3621 (1990)
The study of the reactivity of monohalonitrobenzenes in 2-propanol solutions of potassium 2-propoxide has led to the identification of three distinct reaction paths: (a) hydro dehalogenation to nitrobenzene, (b) alkoxy dehalogenation via the SNAr mechanism, and (c) nitro reduction to azoxy and anilino derivatives via nitroso intermediates.With the exception of 2- and 4-fluoronitrobenzene, radical processes c or a are faster than the SNAr reaction.The radical processes proceed via a common intermediate, the radical anion *-, which can undergo unimolecular fragmentation to nitroaryl radical and X- (path a, favored for X = 2-I, 2-Br), or reduction to the dianion 2-, the direct precursor of the nitroso intermediate XC6H4NO (path c).In the presence of oxyen, an effective oxidant of the radical-anion intermediate, the SNAr reaction prevails for the activated ortho and para substrates.Cation-anion interactions are also major consequence in determining the course of reaction.Ion pairing favors nitro reduction, whereas it slows both the SNAr and the hydro dehalogenation reactions.
Au@zirconium-phosphonate nanoparticles as an effective catalytic system for the chemoselective and switchable reduction of nitroarenes
Ferlin, Francesco,Cappelletti, Matteo,Vivani, Riccardo,Pica, Monica,Piermatti, Oriana,Vaccaro, Luigi
supporting information, p. 614 - 626 (2019/02/13)
In the present paper, a novel inorganic-organic layered material, a zirconium phosphate aminoethyl phosphonate, ZP(AEP), bearing aminoethyl groups on the layer surface, was used to immobilize AuNPs by a two-step procedure. The gold-based catalyst, Au1@ZP(AEP), containing 1 wt% Au, was characterized in terms of physico-chemical properties and TEM analysis revealed that the AuNPs have a spherical shape and an average size of 7.8 (±2.4) nm. Au1@ZP(AEP) proved its high efficiency for the chemoselective reduction of nitroarenes under mild conditions. Both batch and flow condition protocols have been defined. The catalytic system has been proven to be able to easily switch chemoselectivity allowing the control of the reduction of a series of nitroaromatics towards their corresponding azoxyarenes (2a-k) or anilines (2a-l) in 96% EtOH or abs EtOH, respectively, by using NaBH4 as a reducing agent, in good to excellent yields. Recovery and reuse of the catalytic system has been investigated proving the benefits of the flow approach.
Aromatic amine oxidation process for preparing aromatic liquid discharge method
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Paragraph 0014; 0015; 0016; 0017; 0018; 0019-0023; 0025, (2017/08/26)
The invention relates to a preparation method for aromatic-azoxybenzene by oxidizing aromatic amine. According to the method, air or oxygen is used as an oxygen source, and aromatic amine is oxidized to be aromatic-azoxybenzene under the effect of metal oxide catalyst. The method has the advantage of high product yield and is easy to separate the catalyst.