134-20-3Relevant articles and documents
Selective synthesis of Rh5 carbonyl clusters within a polyamine dendrimer for chemoselective reduction of nitro aromatics
Maeno, Zen,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi
, p. 6526 - 6529 (2014)
The selective synthesis of the [Rh5(CO)15] - cluster within the PPI dendrimer was successfully demonstrated. The dendrimer-encapsulated [Rh5(CO)15]- was resistant to decomposition under the catalytic reaction conditions and exhibited extremely high selectivity for the chemoselective reduction of nitro groups of various nitro aromatics with other reducible groups using CO/H2O as a reductant. This journal is the Partner Organisations 2014.
Nickel Boride Reduction of Aryl Nitro Compounds
Seltzman, Herbert H.,Berrang, Bertold D.
, p. 3083 - 3086 (1993)
Nickel boride smoothly reduces aryl nitro compounds to the corresponding anilines in the presence of iodo and ortho carboalkoxy groups in contrast to the problematic reductions by other methods.
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Ogata,Takagi
, p. 5933 (1974)
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Novel VEGFR-2 inhibitors with an N-acylhydrazone scaffold
Pauli, Fernanda P.,Martins, Juliana R.,Paschoalin, Thaysa,Ionta, Marisa,Barbosa, Maria Leticia C.,Barreiro, Eliezer J.
, (2020)
Vascular endothelial growth factor receptor 2 (VEGFR-2) is a tyrosine kinase that mediates a large number of cell responses associated with angiogenesis. The control of the angiogenic pathway in tumorigenesis by the inhibition of VEGFR-2 is considered a p
Reductive carbodiazenylation of nonactivated olefins via aryl diazonium salts
Heinrich, Markus R.,Blank, Olga,Woelfel, Sabrina
, p. 3323 - 3325 (2006)
The reduction of aryl diazonium salts in the presence of nonactivated olefins provides rapid entry to carbodiazenylation products. The regioselective functionalization of double bonds is achieved in a one-pot process starting from aniline derivatives. Car
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Carpenter,Lennon
, p. 664 (1973)
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N-Doped Hierarchical Porous Carbon Embedded Synergistic Bimetallic CoCu NPs with Unparalleled Catalytic Performance
Zhang, Fengwei,Li, Zhihong,Ma, Chunlan,Han, Xu,Dong, Xue,Dong, Zhengping,Zhang, Xian-Ming
, p. 2415 - 2422 (2019)
By virtue of the structural diversity, electronic tunability and synergetic effect, heterogeneous non-noble bimetallic catalysts have demonstrated excellent catalytic performance in Fischer-Tropsch synthesis, biomass conversion and fine chemicals synthesi
ALKYL AND ARYL ISOTHIOCYANATES AS MASKED PRIMARY AMINES
Cho, Cheon-Gyu,Posner, Gary H.
, p. 3599 - 3602 (1992)
Primary and secondary (but not tertiary) alkyl as well as aryl isothiocyanates react rapidly with 4-methyl-1,2-benzenedithiol (1) in methanol at room temperature, releasing the corresponding amines in good yields.This mild and simple procedure for unmasking amines proceeds chemospecifically with isothiocyanates even in the presence of such normally electrophilic and reactive functionalities as carboxylate ester and N-alkylphthalimide.
High-affinity recognition of the human C-reactive protein independent of phosphocholine
Yang, Jie,Gustavsson, Anna-Lena,Haraldsson, Martin,Karlsson, G?ran,Norberg, Thomas,Baltzer, Lars
, p. 4644 - 4654 (2017)
A high-affinity polypeptide conjugate 4-C25L22-DQ, has been developed for the molecular recognition of the human C-reactive protein, CRP, a well-known inflammation biomarker. CRP is one of the most frequently quantified targets in diagnostic applications and a target in drug development. With the exception of antibodies, most molecular constructs take advantage of the known affinity for CRP of phosphocholine that depends on Ca2+ for its ability to bind. 4-C25L22-DQ which is unrelated to phosphocholine binds in the absence of Ca2+ with a dissociation constant of 760 nM, an order of magnitude lower than that of phosphocholine, the KD of which is 5 μM. The small organic molecule 2-oxo-1,2-dihydroquinoline-8-carboxylic acid (DQ) was designed based on the structural similarities between three hits from a set of compounds selected from a building block collection and evaluated with regards to affinity for CRP by NMR spectroscopy. 4-C25L22-DQ was shown in a competition experiment to bind CRP three orders of magnitude more strongly than DQ itself, and in a pull-down experiment 4-C25L22-DQ was shown to extract CRP from human serum. The development of a robust and phosphocholine-independent recognition element provides unprecedented opportunities in bioanalytical applications in vivo and in vitro under conditions where the concentration of Ca2+ ions is low, or where Ca2+ binding agents such as EDTA or heparin are needed to prevent blood coagulation. The identification from a compound library of a small organic molecule and its conjugation to a small set of polypeptides, none of which were previously known to bind CRP, illustrates a convenient and general route to selective high-affinity binders for proteins with dissociation constants in the μM to nM range for which no small molecule ligands are known.
Novel applications of ethyl glyoxalate with the Ugi MCR
Hulme, Christopher,Cherrier
, p. 5295 - 5299 (1999)
This letter describes novel high-yielding solution phase preparations of 1,4-benzodiazepine-2,5-dione, diketopiperazine, ketopiperazine and dihydroquinoxalinone libraries via a UDC (Ugi/de-Boc/cyclization) strategy in combination with ethylglyoxalate. The
Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines
Zhao, Huaibo,Leonori, Daniele
supporting information, p. 7669 - 7674 (2021/03/08)
Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N-Dialkyl-derivatives enable radical generation α to the N-atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back-electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence of an exogenous alkylamine. This approach synergistically aids aniline SET oxidation and then accelerates the following deprotonation. In this way, the generation of α-anilinoalkyl radicals is now possible and these species can be used in a general sense to achieve divergent sp3 C?H functionalization.
Ni2P Nanoalloy as an Air-Stable and Versatile Hydrogenation Catalyst in Water: P-Alloying Strategy for Designing Smart Catalysts
Fujita, Shu,Yamaguchi, Sho,Yamasaki, Jun,Nakajima, Kiyotaka,Yamazoe, Seiji,Mizugaki, Tomoo,Mitsudome, Takato
supporting information, p. 4439 - 4446 (2021/02/09)
Non-noble metal-based hydrogenation catalysts have limited practical applications because they exhibit low activity, require harsh reaction conditions, and are unstable in air. To overcome these limitations, herein we propose the alloying of non-noble metal nanoparticles with phosphorus as a promising strategy for developing smart catalysts that exhibit both excellent activity and air stability. We synthesized a novel nickel phosphide nanoalloy (nano-Ni2P) with coordinatively unsaturated Ni active sites. Unlike conventional air-unstable non-noble metal catalysts, nano-Ni2P retained its metallic nature in air, and exhibited a high activity for the hydrogenation of various substrates with polar functional groups, such as aldehydes, ketones, nitriles, and nitroarenes to the desired products in excellent yields in water. Furthermore, the used nano-Ni2P catalyst was easy to handle in air and could be reused without pretreatment, providing a simple and clean catalyst system for general hydrogenation reactions.
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.