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.
Selective primary aniline synthesis through supported Pd-catalyzed acceptorless dehydrogenative aromatization by utilizing hydrazine
Lin, Wei-Chen,Yamaguchi, Kazuya,Yatabe, Takafumi
supporting information, p. 6530 - 6533 (2021/07/07)
By utilizing hydrazine (N2H4) as the nitrogen source in the presence of a hydroxyapatite-supported Pd nanoparticle catalyst (Pd/HAP), various primary anilines can be selectively synthesized from cyclohexanonesviaacceptorless dehydrogenative aromatization. The strong nucleophilicity of N2H4and the stability of the hydrazone intermediates can effectively suppress the formation of the undesired secondary aniline byproducts.
Highly efficient N-doped carbon supported FeSx-Fe2O3 catalyst for hydrogenation of nitroarenes via pyrolysis of sulfurized N,Fe-containing MOFs
Li, Xuewei,She, Wei,Wang, Jing,Li, Weizuo,Li, Guangming
, (2021/05/18)
Integrating MOFs as precursor, especially for employing N-containing organic linkers, with sulfides is an effective method to prepare the highly efficient N-doped carbon supported metal-based catalysts for hydrogenation of nitroarenes. In this work, a N,Fe-containing metal organic frameworks (MOFs; termed as MIL88-HMTA) with spindle-like structure was prepared via self-assembly method, in which hexamethylenetetramine (HMTA) linker was introduced as N source. Subsequently, N-doped carbon supported FeSx-Fe2O3 catalyst (named FeSx-Fe2O3@CN) was fabricated upon the pyrolysis of sulfurized MIL88-HMTA. Catalytic experiments reveal that the FeSx-Fe2O3@CN delivered excellent performance for hydrogenation of nitroarenes in comparison with those of catalyst without sulfidation process (Fe2O3@CN) and conventional MIL88 derived catalyst (Fe2O3@C). The XRD, TEM, SEM/EDX, Raman, UV, and XPS analyses have revealed that the developed FeSx-Fe2O3@CN catalyst exhibited outstanding catalytic efficiency was ascribed to synergistic effect between FeSx and Fe2O3 species, abundant structural defects, more Fe-Nx species, and strengthened decomposition ability of hydrazine hydrate (N2H4?H2O). Furthermore, the effect of sulfidation ratio (the mass ratio between thioacetamide and MIL88-HMTA) towards preparation of the developed FeSx-Fe2O3@CN on the catalytic activity of hydrogenation reaction was also systematically performed. Notably, the optimized catalyst (denoted as FeSx-Fe2O3@CN-8) exhibited unexpected performance and recyclability for hydrogenation of nitroarenes under mild condition. The pyrolysis of sulfurized N-containing MOFs may present a facile approach for fabricating MOFs-derived N-doped carbon supported catalysts, which provides a potential application in heterogeneous catalytic reactions.