551-93-9Relevant articles and documents
Photoinduced Reduction of Nitroarenes Using a Transition-Metal-Loaded Silicon Semiconductor under Visible Light Irradiation
Tsutsumi, Ken,Uchikawa, Fumito,Sakai, Kentaro,Tabata, Kenji
, p. 4394 - 4398 (2016)
We investigated transition-metal-loaded silicon nanoparticles for the photocatalytic reduction of nitroarene derivatives in the presence of formic acid under visible light irradiation. Formic acid assumes the role of both a hydrogen source and a sacrificial reagent for the introduction of electrons into the generated holes of semiconductors. As such, in the presence of formic acid, photocatalytic reactions smoothly proceed under mild conditions without gaseous hydrogen. In particular, palladium-loaded silicon (Pd/Si) was the most suitable catalyst for the conversion of nitrobenzene to aniline, compared to Pt/Si, Ru/Si, and Pd/C.
Isolation of o-acetylbenzene-amidinocarboxylic acid, a new metabolite of Gibberella saubinetii
Munekata,Seto,Tamura
, p. 1711 - 1713 (1982)
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Catalytic Synthesis of 3-Substituted Indoles using CO as Building Block and Supported Rhodium as Catalyst
Ucciani, Eugene,Bonfand, Andre
, p. 82 - 83 (1981)
Under hydroformylation conditions, using supported rhodium as catalyst, 2-nitrostyrene is directly converted into skatole in ca. 70percent yield, by a reaction involving formation of 2-(o-nitrophenyl)propionaldehyde by homogeneous catalysis, reduction of the nitro-group by heterogeneous catalysis, then ring closure and thermal dehydration.
High catalytic activity of a bimetallic AgPd alloy supported on UiO-66 derived porous carbon for transfer hydrogenation of nitroarenes using formic acid-formate as the hydrogen source
Cheng, Saisai,Shang, Ningzhao,Zhou, Xin,Feng, Cheng,Gao, Shutao,Wang, Chun,Wang, Zhi
, p. 9857 - 9865 (2017)
Bimetallic AgPd nanoparticles anchored on metal-organic framework (UiO-66) derived N-doped porous carbon (NPC-UiO-66) was fabricated and used as a catalyst for the catalytic transfer hydrogenation of nitroarenes using formic acid-formate as the hydrogen source. The results demonstrated that the Ag1Pd9@NPC-UiO-66 composite exhibited extraordinary catalytic activity toward the hydrogenation of nitroarenes to anilines at room temperature. A series of substituted nitroarenes were successfully converted to the corresponding anilines in high yields under ambient conditions with other reducible groups remaining intact. The superior catalytic performance of the prepared catalyst can be attributed to the synergistic effect between the highly dispersed AgPd nanoparticles and the unique structure of the NPC-UiO-66 support, as well as the high adsorption ability of the catalyst for the nitroarenes.
Palladium(II)-mediated oxidative cyclization of N-carbamoyl aminoalkynes: A new route to γ-lactams
Doan, Huynh Dong,Gore, Jacques,Vatele, Jean-Michel
, p. 6765 - 6768 (1999)
Transformation of N-carbamoyl or acetyl-4-trimethylsilyl-3-alkyn-1-amines to diversely substituted 2-pyrrolidinones, via a Wacker-type reaction, is described.
Intercalating ultrathin polymer interim layer for charge transfer cascade towards solar-powered selective organic transformation
Fu, Xiao-Yan,Hou, Shuo,Lin, Hua-Jian,Lin, Xin,Mo, Qiao-Ling,Wei, Zhi-Quan,Xiao, Fang-Xing,Xu, Shuai
, p. 150 - 161 (2021)
Transition metal chalcogenide quantum dots (TMCs QDs) constitute a crucial sector of semiconductors on account of large absorption coefficient for light harvesting, peculiar quantum confinement effect, and abundant active sites stemming from ultra-small size. However, elaborate and tunable modulation of anisotropic photoinduced charge carriers over TMCs QDs represents an enduring challenge in terms of sluggish charge transfer kinetic and ultra-short charge lifetime compared with nanoparticulate counterparts, thereby rendering maneuvering charge transfer of TMCs QDs a tough issue. We herein conceptually unlock the unanticipated charge transport capability of solid-state non-conductive poly(diallyl dimethylammonium chloride) (PDDA) for constructing cascade charge transfer pathway over self-assembled wide bandgap semiconductors (WBS)/PDDA/TMCs QDs multilayered heterostructures, by which unidirectional and accelerated electron transfer from TMCs QDs to WBS support mediums was spontaneously activated, markedly boosting the charge separation/migration efficiency. The integrated roles of such ultrathin insulating PDDA intermediate layer as simultaneous surface charge modifying agent and interfacial charge transfer mediator have been evidenced to be universal. The unexpected electron-withdrawing capability of ultrathin PDDA layer endows WBS (SnO2, TiO2)@PDDA@TMCs (CdSe, CdS) QDs heterostructures with significantly enhanced net efficiency of photoactivities toward selective anaerobic reduction of nitroaromatics to amino derivatives under visible light irradiation. Our work would feature a promising scope for rational design of multifarious novel insulating polymers-based photosystems for solar energy conversion.
Hollow Nano-Mesosilica Spheres Containing Rhodium Nanoparticles Supported on Nitrogen-Doped Carbon: An Efficient Catalyst for the Reduction of Nitroarenes under Mild Conditions
Wang, Shihan,Dai, Jinyu,Shi, Zhiqiang,Xiong, Zeshan,Zhang, Zongtao,Qiu, Shilun,Wang, Runwei
, p. 247 - 253 (2020)
Atom efficiency, low temperature, low pressure, and a nontoxic hydrogen source as a reducing agent are ideal reaction conditions for the reduction of nitroarenes. In this work, an efficient catalyst comprising hollow nano-mesosilica spheres loaded with Rh nanoparticles supported on nitrogen-doped carbon was developed. Rh nanoparticles were stabilized and uniformly dispersed by nitrogen atoms, and the inner N-doped carbon shell was used to adsorb reaction substrates and improve catalytic activity. The catalyst showed remarkable activity (maximum yield at 1.5 h) and selectivity (100 %) for the reduction of nitrobenzene at lower temperature (80 °C), atmospheric pressure (1 atm), and without base under aqueous conditions. Moreover, the hydrothermal stability of this nanocatalyst was better than other catalysts in boiling water at 100 °C for 48 h and effectively prevented the aggregation and leaching of Rh NPs during the reaction.
Catalytic Deoxygenation of Nitroarenes Mediated by High-Valent Molybdenum(VI)-NHC Complexes
Liu, Shenyu,Amaro-Estrada, Jorge Ivan,Baltrun, Marc,Douair, Iskander,Schoch, Roland,Maron, Laurent,Hohloch, Stephan
supporting information, p. 107 - 118 (2021/02/05)
The high-valent molybdenum(VI) N-heterocyclic carbene complexes, (NHC)MoO2 (1) and (NHC)MoO(NtBu) (2) (NHC = 1,3-bis(3,5-di-tert-butyl-2-phenolato)-benzimidazol-2-ylidene), are investigated toward their catalytic potential in the deoxygenation of nitroarenes. Using pinacol as the sacrificial and green reductant, both complexes are shown to be very active (pre)catalysts for this transformation allowing a reduction of the catalyst loading down to 0.25 mol %. Mechanistic investigations show μ-oxo bridged molybdenum(V) complexes [(NHC)MoO]2O (4) and [(NHC)Mo(NtBu)]2O (5) as well as zwitterionic pinacolate benzimidazolium complex 6, with a doubly protonated NHC ligand, to be potentially active species in the catalytic cycle. Both 4 and 5 can be prepared independently by the deoxygenation of 1 and 2 using triethyl phosphine (PEt3) or triphenyl phosphine (PPh3) and were shown to exhibit an unusual multireferenced ground state with a very small singlet-triplet gap at room temperature. Computational studies show that the spin state plays an unneglectable role in the catalytic process, efficiently lowering the reaction barrier of the deoxygenation step. Mechanistic details, putting special emphasis on the fate of the catalyst will be presented and potential routes how nitroarene reduction is facilitated are evaluated.
