29418-58-4Relevant articles and documents
Selective Oxidation of Anilines to Azobenzenes and Azoxybenzenes by a Molecular Mo Oxide Catalyst
Han, Sheng,Cheng, Ying,Liu, Shanshan,Tao, Chaofu,Wang, Aiping,Wei, Wanguo,Yu, Han,Wei, Yongge
supporting information, p. 6382 - 6385 (2021/02/09)
Aromatic azo compounds, which play an important role in pharmaceutical and industrial applications, still face great challenges in synthesis. Herein, we report a molybdenum oxide compound, [N(C4H9)4]2[Mo6O19] (1), catalyzed selective oxidation of anilines with hydrogen peroxide as green oxidant. The oxidation of anilines can be realized in a fully selectively fashion to afford various symmetric/asymmetric azobenzene and azoxybenzene compounds, respectively, by changing additive and solvent, avoiding the use of stoichiometric metal oxidants. Preliminary mechanistic investigations suggest the intermediacy of highly active reactive and elusive Mo imido complexes.
Method for synthesizing aromatic azo compounds
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Paragraph 0040; 0041, (2016/11/17)
The invention disclose a method for synthesizing aromatic azo compounds and especially relates to a method for synthesizing aromatic azo compounds by catalyzing oxidation of aromatic aniline compounds to carry out coupled dehydrogenations by themselves by adopting a manganese oxide compound synthesized by potassium permanganate and manganese nitrate in an alkaline solution as the catalyst. The method can be used to conveniently synthesize symmetrical and dissymmetrical azo compounds; reaction conditions of the method are mild, the air is utilized as an oxygen source, and no additive is added therein; thus, the method has the characteristic of simple operation, strong universality of the catalyst system as well as high yield and selectivity.
Oxidative dimerization of (hetero)aromatic amines utilizing t-BuOI leading to (hetero)aromatic azo compounds: Scope and mechanistic studies
Okumura, Sota,Lin, Chun-Hsuan,Takeda, Youhei,Minakata, Satoshi
, p. 12090 - 12105 (2014/01/06)
A straightforward synthetic method of both symmetric and unsymmetric aromatic azo compounds through an efficient and cross-selective oxidative dimerization of aromatic amines using tert-butyl hypoiodite (t-BuOI) under metal-free and mild conditions has been developed. This method was also found applicable to the synthesis of heteroaromatic azo compounds. The spectroscopic study indicates the involvement of N,N-diiodoanilines in the oxidative reaction as the key intermediate.