14235-81-5Relevant articles and documents
Ammonia borane dehydrogenation and selective hydrogenation of functionalized nitroarene over a porous nickel-cobalt bimetallic catalyst
Miao, Hui,Ma, Kelong,Zhu, Huiru,Yin, Kun,Zhang, Ying,Cui, Yumin
, p. 14580 - 14585 (2019)
The hydrolysis of ammonia borane is a promising strategy for hydrogen energy exploration and exploitation. The in situ produced hydrogen could be directly utilized in hydrogenation reactions. In this work, a bimetallic nickel-cobalt material with porous structure was developed through the pyrolysis of ZIF-67 incorporated with Ni ions. Through the introduction of Ni(NO3)2 as an etching agent, the ZIF-67 polyhedrons were transformed into hollow nanospheres, and further evolved into irregular nanosheets. The bimetallic NiCo phase was formed after pyrolysis in a nitrogen atmosphere at high temperature, with the decomposition and release of organic ligands as gaseous molecules under flowing nitrogen. The obtained bimetallic NiCo porous materials show superior catalytic performance towards hydrolytic dehydrogenation of ammonia borane, thereby nitrobenzene with reducible functional groups can be reduced with high selectivity to the corresponding aniline.
Diruthenium phenylacetylide complexes bearing para -/ meta -amino phenyl substituents
Cummings, Steven P.,Cao, Zhi,Liskey, Carl W.,Geanes, Alex R.,Fanwick, Phillip E.,Hassell, Kerry M.,Ren, Tong
, p. 2783 - 2788 (2010)
Presented herein is the synthesis and characterization of four diruthenium(II,III) compounds of formulas Ru2(Xap) 4(C≡C-C6H4-4-NH2) (Xap is 2-anilinopyridinate, 1a; and 2-(3,5-dimethoxy)anilinopyridinate, 1b) and Ru 2(Xap)4(C≡C-C6H4-3-NH 2) (2a/2b). X-ray structural studies of compounds 1b and 2a revealed minimal changes in the coordination sphere of the Ru2 core. Voltammetric measurements showed that compounds 1 exhibit three one-electron redox processes: a reversible reduction of Ru2, a reversible oxidation of Ru2, and a quasi-reversible oxidation of an amino group. Compounds 2 display the same Ru2-based redox processes but not the -NH2 oxidation. Compounds 1a/1b were successfully converted to the corresponding diazonium salts [Ru2(Xap)4-(C≡C-C 6H4-4-N2)](BF4) (3a/3b) via oxidation by nitrosonium tetrafluoroborate, which was generated in situ from t-BuONO and BF3. However, the attempt to convert compounds 2 to the corresponding diazonium salts was unsuccessful. DFT calculations of model compounds were performed to rationalize some unusual structural and electrochemical characteristics observed for compounds 1/2.
Selective hydrogenation of nitroarenes to aminoarenes using a MoO:X-modified Ru/SiO2 catalyst under mild conditions
Tamura, Masazumi,Yuasa, Naoto,Nakagawa, Yoshinao,Tomishige, Keiichi
, p. 3377 - 3380 (2017)
Modification of Ru/SiO2 with metal oxides (MoOx, WOx, and ReOx) improved the activity and selectivity in the hydrogenation of 3-nitrostyrene to 3-aminostyrene under mild conditions such as 0.3 MPa H2, 303 K, and no solvent. Ru-MoOx/SiO2(Mo/Ru = 1/2) catalyst was applicable to various substituted nitroarenes, providing the corresponding substituted aminoarenes in high yields (85-99%).
Using the hydrogen and oxygen in water directly for hydrogenation reactions and glucose oxidation by photocatalysis
Zhou, Baowen,Song, Jinliang,Zhou, Huacong,Wu, Tianbin,Han, Buxing
, p. 463 - 468 (2016)
Direct utilization of the abundant hydrogen and oxygen in water for organic reactions is very attractive and challenging in chemistry. Herein, we report the first work on the utilization of the hydrogen in water for the hydrogenation of various organic compounds to form valuable chemicals and the oxygen for the oxidation of glucose, simultaneously by photocatalysis. It was discovered that various unsaturated compounds could be efficiently hydrogenated with high conversion and selectivity by the hydrogen from water splitting and glucose reforming over Pd/TiO2 under UV irradiation (350 nm). At the same time, glucose was oxidated by the hydroxyl radicals from water splitting and the holes caused by UV irradiation to form biomass-derived chemicals, such as arabinose, erythrose, formic acid, and hydroxyacetic acid. Thus, the hydrogen and oxygen were used ideally. This work presents a new and sustainable strategy for hydrogenation and biomass conversion by using the hydrogen and oxygen in water.
Cobalt nanoparticles encapsulated in nitrogen-doped carbon for room-temperature selective hydrogenation of nitroarenes
Gao, Ruijie,Pan, Lun,Li, Zhengwen,Zhang, Xiangwen,Wang, Li,Zou, Ji-Jun
, p. 664 - 672 (2018)
Here, we report cobalt nanoparticles encapsulated in nitrogen-doped carbon (Co@NC) that exhibit excellent catalytic activity and chemoselectivity for room-temperature hydrogenation of nitroarenes. Co@NC was synthesized by pyrolyzing a mixture of a cobalt
Non-noble metal catalysts for hydrogenation: A facile method for preparing Co nanoparticles covered with thin layered carbon
Liu, Lichen,Concepción, Patricia,Corma, Avelino
, p. 1 - 9 (2016)
Metallic cobalt nanoparticles with surface CoOx patches covered by thin layered carbon (named Co@C) have been directly synthesized by thermal decomposition of Co-EDTA complex. Raman spectra and HRTEM images suggest that discontinuities can be found in the disordered layered carbon. XPS shows that the CoOx patches in the Co@C nanoparticles can reduced to metallic Co by H2 under reaction conditions (7 bar at 120 °C), and H2-D2 exchange experiments show that the reduced metallic Co nanoparticles covered by carbon layers can dissociate H2. The Co@C nanoparticles show excellent activity and selectivity during chemoselective hydrogenation of nitroarenes for a wide scope of substrates under mild reaction conditions. Based on the results from DRIFTS adsorption experiments, we propose that metallic Co in the Co@C nanoparticles is the active phase. The role of the carbon layers is to protect the Co from overoxidation by air, leading to the chemoselective hydrogenation of nitroarenes.
Synthesis and asymmetric catalytic performance of one-handed helical poly(phenylacetylene)s bearing proline dipeptide pendants
Liu, Lijia,Wang, Yaodong,Wang, Fuqingyun,Zhang, Chunhong,Zhou, Yanli,Zhou, Zhengjin,Liu, Xudong,Zhu, Ruiqi,Dong, Hongxing,Satoh, Toshifumi
, (2020)
One-handed helical substituted polyacetylene has received extensive attention due to its potential in chiral stationary phases and molecular recognition. Here, three one-handed helical poly(phenylacetylene)s bearing proline or proline dipeptide as the pen
High Catalytic Activity and Chemoselectivity of Sub-nanometric Pd Clusters on Porous Nanorods of CeO2 for Hydrogenation of Nitroarenes
Zhang, Sai,Chang, Chun-Ran,Huang, Zheng-Qing,Li, Jing,Wu, Zhemin,Ma, Yuanyuan,Zhang, Zhiyun,Wang, Yong,Qu, Yongquan
, p. 2629 - 2637 (2016)
Sub-nanometric Pd clusters on porous nanorods of CeO2 (PN-CeO2) with a high Pd dispersion of 73.6% exhibit the highest catalytic activity and best chemoselectivity for hydrogenation of nitroarenes to date. For hydrogenation of 4-nitr
Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes
Fu, Lihua,Li, Dingzhong,Lu, Hao,Qiu, Renhua,Sun, Tulai,Xing, Chen,Yang, Tianbao
, (2022/01/11)
The development of green and efficient methods for hydrogenation of nitroarenes is still highly demanding in organic synthesis. Herein, we report an industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles process for the synthesis of aryl amines with good yields via hydrogenation of nitroarenes. Nine key anti-cancer drug intermediates were successfully achieved with protocol. And Osimertinib intermediate 4m can be smoothly synthesized at a 2.67 kg-scale with >99.5% HPLC purity. This protocol features cheap carbon source, highly catalytic activity, simple operation, kilogram-scalable and recyclable catalysts (eight times without observable losing activity).
Sustainable and recyclable palladium nanoparticles–catalyzed reduction of nitroaromatics in water/glycerol at room temperature
Chen, Jin,Dai, Bencai,Liu, Changchun,Shen, Zhihao,Zhao, Yongde,Zhou, Yang
, p. 540 - 544 (2020/07/14)
Palladium nanoparticles with unique catalytic activity and high stability are synthesized. These nanoparticles exhibit excellent catalytic reduction activity for nitroaromatics in green solvents in the presence of H2 at ambient pressure and temperature. The prominent advantages of this nanotechnology include low consumption of catalyst, excellent chemoselectivity, high reusability of the catalyst, and environmentally green solvents.
