455-14-1Relevant articles and documents
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Seiwell
, p. 4731 (1979)
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Chemo-, site-selective reduction of nitroarenes under blue-light, catalyst-free conditions
Liang, Yong,Lu, Changsheng,Lu, Shuo,Ma, Jiawei,Ren, Hongyuan,Wang, Bin,Xu, Jingkai,Yan, Hong
supporting information, p. 2420 - 2424 (2021/12/13)
The tandem reaction of photoinduced double hydrogen-atom transfer and deoxygenative transborylation for chemo- and site-selective reduction of nitroarenes into aryl amines under catalyst-free, room temperature conditions was disclosed in excellent yields. In this reaction, isopropanol (iPrOH) was used as hydrogen donor and tetrahydroxydiboron [B2(OH)4] as deoxygenative reagent with green, cheap, and commercially available credentials. In particular, a wide range of reducible functional groups such as halogen (-Cl, -Br and even -I), alkenyl, alkynyl, aldehyde, ketone, carboxyl, and cyano are all tolerated. Moreover, the reaction preferentially reduces the nitro group at the electron-deficient site over another nitro group in the same molecule. A detailed mechanistic investigation in combination of experiments and theoretical calculations gave a reasonable explanation for the reaction pathway.
Photocatalytic reduction of nitroaromatics into anilines using CeO2-TiO2 nanocomposite
Chen, Changdong,Lu, Caiyun,Sun, Chengxin,Wang, Fangfang,Yin, Zhengfeng
, (2021/08/19)
The reduction of nitro compounds into amines is an important approach for synthetic and pharmaceutical chemistry. The reduced compounds are used as synthetic intermediates in the synthesis of therapeutic molecules. In the present work, we have fabricated cerium dioxide decorated TiO2 nanoparticles using a sol-gel-hydrothermal method. The synthesized nanocomposite was effectively reduced various nitro-compounds, specifically aromatic nitro compounds, into amines in visible light. All the nitro compounds screened in the photoreduction reaction showed >90% conversion with >96% selectivity. Chromatographic techniques confirmed the products obtained. The nanocomposite photocatalyst has excellent stability under the experimental condition and exhibited up to five cycles with no loss of metal content. The nanomaterials were characterized using various spectroscopic techniques.
A highly efficient LaOCl supported Fe-Fe3C-based catalyst for hydrogenation of nitroarenes fabricated by coordination-assisted pyrolysis
Li, Guangming,Li, Weizuo,Li, Xuewei,She, Wei,Wang, Jing
, p. 4627 - 4635 (2021/07/12)
Bi-metal-organic framework (bi-MOF) derived carbon-based catalysts have exhibited considerable potential for hydrogenation reactions; however, designing suitable bi-MOFs to fabricate highly efficient catalysts is still a great challenge. Herein, an efficient LaOCl supported Fe-Fe3C-based carbon-nitrogen catalyst (Fe-Fe3C-LaOCl/CN-hmta) was first prepared by bi-MOF (La-salenFe@HMTA)-templated pyrolysis. La-salenFe@HMTAwas synthesizedviathe coordination-assisted method,e.g., it is prepared by the coordination of N from the rich free imine (-CHN-) groups located on the La-salen complex to the Fe3+ions from Fe@HMTA. Catalytic experiments reveal that Fe-Fe3C-LaOCl/CN-hmta as a hydrogenation catalyst exhibits excellent performance for hydrogenation of nitroarenes in comparison with catalysts derived from Fe-urea MOFs (Fe-Fe3C-LaOCl/CN-urea) and Fe(NO3)3·9H2O derived catalysts (Fe-Fe3C-LaOCl/CN). On the basis of the nature of Fe-Fe3C-LaOCl/CN-hmta and the reaction results, it is concluded that the unique catalytic efficiency of Fe-Fe3C-LaOCl/CN-hmta depends significantly on the synergistic effect of Fe and Fe3C, large specific surface area and abundant structural defects. This piece of research provides a new approach for preparing highly efficient and stable Fe-Fe3C-based catalysts for hydrogenation of nitroarenesviathe coordination-assisted pyrolysis (CAP) method.