23377-21-1Relevant articles and documents
Modulating the catalytic behavior of non-noble metal nanoparticles by inter-particle interaction for chemoselective hydrogenation of nitroarenes into corresponding azoxy or azo compounds
Liu, Lichen,Concepción, Patricia,Corma, Avelino
, p. 312 - 323 (2018/12/11)
Aromatic azoxy compounds have wide applications and they can be prepared by stoichiometric or catalytic reactions with H2O2 or N2H4 starting from anilines or nitroarenes. In this work, we will present the direct chemoselective hydrogenation of nitroarenes with H2 to give aromatic azoxy compounds under base-free mild conditions, with a bifunctional catalytic system formed by Ni nanoparticles covered by a few layers of carbon (Ni@C NPs) and CeO2 nanoparticles. The catalytic performance of Ni@C-CeO2 catalyst surpasses the state-of-art Au/CeO2 catalyst for the direct production of azoxybenzene from nitrobenzene. By means of kinetic and spectroscopic results, a bifunctional mechanism is proposed in which, the hydrogenation of nitrobenzene can be stopped at the formation of azoxybenzene with >95% conversion and >93% selectivity, or can be further driven to the formation of azobenzene with >85% selectivity. By making a bifunctional catalyst with a non-noble metal, one can achieve chemoselective hydrogenation of nitroarenes not only to anilines, but also to corresponding azoxy and azo compounds.
Sodium hydroxide-catalyzed transfer hydrogenation of carbonyl compounds and nitroarenes using ethanol or isopropanol as both solvent and hydrogen donor
Wang, Dong,Deraedt, Christophe,Ruiz, Jaime,Astruc, Didier
, p. 14 - 21 (2015/02/19)
The development of a clean and renewable energy carrier has become a subject of high priority, and new catalytic system that involves both abundant and cheap catalysts and green solvents is highly desirable in terms of practical and sustainable chemistry. In this spirit, sodium hydroxide-catalyzed transfer hydrogenation of carbonyl compounds using ethanol as both hydrogen source and solvent is developed in this report. The process is successfully utilized in the hydrogenation of various ketones and aldehydes, and the corresponding primary and secondary alcohols are synthesized with excellent conversions. Furthermore, sodium hydroxide also smoothly promotes the transfer hydrogenation of nitroarenes providing anilines and azobenzenes. For both carbonyl compounds and nitroarenes, results in ethanol and isopropanol are compared, and a remarkable change of selectivity between these two solvents is disclosed for the NaOH-catalyzed transfer hydrogenation to nitroarenes.
Anti-androgenic activity of substituted azo- and azoxy-benzene derivatives.
Takahashi,Ishioka,Koiso,Sodeoka,Hashimoto
, p. 1387 - 1390 (2007/10/03)
Substituted phenylazo and phenylazoxy compounds were systematically prepared and their anti-androgenic activity was measured in terms of (1) the growth-inhibiting effect on an androgen-dependent cell line, SC-3, and (2) the binding affinity to nuclear androgen receptor. Generally, azo/azoxy compounds showed cell toxicity, and the growth-inhibiting effects on SC-3 cells correlated with the toxicity. However, some compounds, including 4,4'-dinitroazobenzene (25), 4,4'-dimethoxyazobenzene (33), and 2,2'-dichloroazoxybenzene (47), possessed potent anti-androgenic activity without apparent cell toxicity.
