21190-30-7Relevant articles and documents
Convenient reduction of azobenzenes and azoxybenzenes to hydrazobenzenes by sodium dithionite using dioctylviologen as an electron transfer catalyst
Park, Kwanghee Koh,Han, Sun Young
, p. 6721 - 6724 (1996)
Various ezobenzenes and azoxybenzenes were reduced almost quantitatively to the corresponding hydrazobenzenes as sodium dithionite under mild conditions without the formation of aniline derivatives, using dioctyl viologen as an electron-transfer catalyst in acetonitrile-water.
Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters
Yan, Ziqiang,Xie, Xiaoyu,Song, Qun,Ma, Fulei,Sui, Xinyu,Huo, Ziyu,Ma, Mingming
supporting information, p. 1301 - 1307 (2020/03/11)
We report a catalytic tandem reduction of nitroarenes by sodium borohydride (NaBH4) in aqueous solution under ambient conditions, which can selectively produce five categories of nitrogen-containing compounds: anilines, N-aryl hydroxylamines, azoxy-, azo- and hydrazo-compounds. The catalyst is in situ-generated ultrasmall palladium nanoclusters (Pd NCs, diameter of 1.3 ± 0.3 nm) from the reduction of Pd(OAc)2 by NaBH4. These highly active Pd NCs are stabilized by surface-coordinated nitroarenes, which inhibit the further growth and aggregation of Pd NCs. By controlling the concentration of Pd(OAc)2 (0.1-0.5 mol% of nitroarene) and NaBH4, the water/ethanol solvent ratio and the tandem reaction sequence, each of the five categories of N-containing compounds can be obtained with excellent yields (up to 98%) in less than 30 min at room temperature. This tunable catalytic tandem reaction works efficiently with a broad range of nitroarene substrates and offers a green and sustainable method for the rapid and large-scale production of valuable N-containing chemicals.
Highly selective conversion of nitrobenzenes using a simple reducing system combined with a trivalent indium salt and a hydrosilane
Sakai, Norio,Fujii, Kohji,Nabeshima, Shinya,Ikeda, Reiko,Konakahara, Takeo
scheme or table, p. 3173 - 3175 (2010/08/19)
Controlling the type of indium salt and hydrosilane enables a highly selective reduction of aromatic nitro compounds into three coupling compounds, azoxybenzenes, azobenzenes and diphenylhydrazines, and one reductive compound, anilines. The Royal Society of Chemistry 2010.