620-89-3

Upstream product

• 91-28-1 5-nitro-2-p-toluidino-benzenesulfonic acid 
• 106-49-0 p-toluidine 
• 100-00-5 4-chlorobenzonitrile 
• 350-46-9 4-Fluoronitrobenzene 
• 106-38-7 para-bromotoluene 
• 100-01-6 4-nitro-aniline 
• 1516-60-5 4-nitrophenyl azide 
• 108-88-3 toluene 
• 99366-04-8 (E)-1-(2-(4-nitrophenyl)diazen-1-yl)naphthalen-2-ol 
• 7647-01-0 hydrogenchloride 
• 607-27-2 2-(4-Nitrophenylazo)-1-naphthol 
• 586-78-7 para-nitrophenyl bromide 
• 624-31-7 4-tolyl iodide 
• 108-95-2 phenol 

Downstream Products

• 225381-73-7 N-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-N'-p-tolyl-benzene-1,4-diamine 
• 33227-76-8 N-(4-methylphenyl)-1,4-benzenediamine 

Relevant academic research and scientific papers

Diarylamine Synthesis via Desulfinylative Smiles Rearrangement

Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherw

Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination

NaBHT (sodium 2,6-di-tert-butyl-4-methylphenolate), a strong, but hindered and lipophilic base, has been effectively paired with similarly lipophilic, high-reactivity Pd-NHC (N-heterocyclic carbene) catalysts to produce an ideal combination for performing

NaBHT Generated in Situ from BHT and NaO tBu: Crystallographic Characterization and Applications in Buchwald-Hartwig Amination

NaBHT is a valuable medium-strength base useful for many applications, particularly for Buchwald-Hartwig coupling. The structures of solvent-free NaBHT and its solvates with Et2O, THF, tBuOH, and a THF/tBuOH mixture were established using single-crystal X-ray diffraction. While [NaBHT·Et2O]2 adopts a dimeric structure and crystallizes in a monoclinic cell, [NaBHT·THF]3, [NaBHT·tBuOH]3, and [NaBHT·(THF-tBuOH)]3 prefer a trimeric structure and crystallize in cubic cells. Solvent-free [NaBHT]n is different from solvated NaBHT and from other known sodium phenolates. It is an inorganic polymer that crystallizes in an orthorhombic cell, with a NaO core spreading in the [1 0 0] direction. Agostic interactions of the tBu group hydrogens with Na, which were confirmed for all structures, may help explain the reductive properties of NaBHT. Further, interactions of BHT with tBuONa in solution and in the solid state were examined, reveraling that NaBHT does not need to be prepared from pyrophoric NaH or metallic Na every time. Instead, it can be generated efficiently in or ex situ using NaOtBu in solution or with only a stoichiometric amount of solvent to assist in bringing the reactants together. Application of this methodology was demonstrated with the efficient, solvent-free, and Pd-catalyzed C-N coupling with Pd(NHC) catalysts.

Antioxidant and method for preparing antioxidant

The invention discloses an antioxidant and a method for preparing the antioxidant. An intermediate 2 reacts with an intermediate 5 to obtain an intermediate 14, the intermediate 14 isoxidized with potassium permanganate, an esterification reaction is then carried out with an intermediate 13 to obtain an intermediate 15, the intermediate 15 is reduced with tin powder to obtain an intermediate 16, the intermediate 16 and the intermediate 8 are subjected to dehydration condensation, the antioxidant is prepared, the antioxidant contains a large number of sulfur atoms, the sulfur atoms can be oxidized to form sulfoxide and sulfone compounds, the antioxidant has good oxidation resistance, free radicals generated by macromolecules can be captured, then the free radical branching reaction is inhibited, and the antioxidant activity is improved. The oxidation resistance of the high-molecular material is improved, and the self relative molecular mass is large and is not easy to separate out from the high-molecular material.

A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions

Here we report, for the first time, the Ullmann C-N coupling reaction of nitroarenes which is achieved by using a copper containing metal-organic framework (MOF) catalyst under heterogenous conditions. The ready availability of nitroarenes and their low cost have made them ideal replacements for haloarenes as electrophilic coupling partners. Notably, the reaction protocol suppresses the by-product formation in the catalytic reaction. The catalyst has been designed and synthesized by two step post-synthesis functionalization of a MOF,viz.dabco MOF-1 with a -NH2functional group (DMOF-NH2). In the post-synthetic treatment, salicylaldehyde has been used for organic modification first and then copper(ii) was successfully incorporated onto the inner surface of the porous material. The hybrid porous solid thus obtained has been employed in the catalytic C-N coupling reaction of nitroarenes with a wide variety of amines under heterogeneous conditions, which displayed very high turnover frequencies (TOF) in catalytic reactions attesting its efficacy towards theN-arylation reaction.

A new copper complex on graphene oxide: A heterogeneous catalyst for N-arylation and C-H activation

Graphene oxide supported Cu (II) ligand complex (GO?AP/L-Cu) has been synthesized and characterized by FT-IR, Raman, PXRD, UV–Visible, TGA, XPS, FESEM, TEM, EDAX, Elemental mapping, BET, CHNS and AAS analysis. The complex has been found to be efficient and reusable heterogeneous catalyst for the N-arylation and C-H activation reactions, both the catalytic reactions were found to be simple, cleaner and give high yields (~ 90%) of product. The catalyst can be easily filtered out from the reaction mixture and reused up to four times without significant loss of catalytic activity. The reported method is economical and novel in the sense that aqueous medium was used for both the reactions and for the stability of the catalyst. All isolated organic products were fully characterized on the basis of their physical and spectral data.

Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation

Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.

Diamine compound containing bis(diphenylamine)-tetraphenyl ethylene structure and preparation method thereof, polyamide and preparation method thereof

The invention relates to the technical field of electric control fluorescence, and provides a diamine compound containing a bis(diphenylamine)-tetraphenyl ethylene structure. The diamine compound hasa structure shown as formula I, the diamine compound provided by the invention has a "2, 2-triphenylamine-tetraphenyl ethylene" structure, in polyamide prepared from the diamine compound, a tetraphenyl ethylene group with an aggregation-induced emission effect endows polyamide with the excellent characteristic of bright fluorescence in a solid state, and enables polyamide to have a high fluorescence quantum yield; meanwhile, star-shaped tetraphenyl ethylene and triphenylamine structures in the polyamide can weaken close packing of a polyamide molecular chain and improve the ion doping rate, sothat the electric control fluorescence response time of the polymer is shortened; besides, an electron donating group is introduced into the para-position of triphenylamine, so that the oxidation potential can be effectively reduced, and the electrochemical stability of polyamide is improved.

Development of an aryl amination catalyst with broad scope guided by consideration of catalyst stability

We have developed a new dialkylbiaryl monophosphine ligand, GPhos, that supports a palladium catalyst capable of promoting carbon-nitrogen cross-coupling reactions between a variety of primary amines and aryl halides; in many cases, these reactions can be carried out at room temperature. The reaction development was guided by the idea that the productivity of catalysts employing BrettPhos-like ligands is limited by their lack of stability at room temperature. Specifically, it was hypothesized that primary amine and N-heteroaromatic substrates can displace the phosphine ligand, leading to the formation of catalytically dormant palladium complexes that reactivate only upon heating. This notion was supported by the synthesis and kinetic study of a putative off-cycle Pd complex. Consideration of this off-cycle species, together with the identification of substrate classes that are not effectively coupled at room temperature using previous catalysts, led to the design of a new dialkylbiaryl monophosphine ligand. An Ot-Bu substituent was added ortho to the dialkylphosphino group of the ligand framework to improve the stability of the most active catalyst conformer. To offset the increased size of this substituent, we also removed the para i-Pr group of the non-phosphorus-containing ring, which allowed the catalyst to accommodate binding of even very large α-tertiary primary amine nucleophiles. In comparison to previous catalysts, the GPhos-supported catalyst exhibits better reactivity both under ambient conditions and at elevated temperatures. Its use allows for the coupling of a range of amine nucleophiles, including (1) unhindered, (2) five-membered-ring N-heterocycle-containing, and (3) α-tertiary primary amines, each of which previously required a different catalyst to achieve optimal results.

CoII immobilized on an aminated magnetic metal-organic framework catalyzed C-N and C-S bond forming reactions: A journey for the mild and efficient synthesis of arylamines and arylsulfides

In this work, we report a simple and versatile method for the modification of a metal-organic framework (NH2-MIL53(Al)) in a step-wise manner. To characterize the synthesized nanostructured catalyst, a variety of spectroscopic and microscopic techniques including FT-IR, XRD, BET, TEM, FE-SEM, EDX, EDX-mapping, TGA, XPS, VSM, ICP-OES and CHN have been employed. Fe3O4@AMCA-MIL53(Al)-NH2-CoII NPs, which benefit from small nanocrystalline size (10-30 nm, according to the XRD and TEM data) in combination with the coexistence of magnetic nanoparticles, a metal-organic framework, and cobalt species, were found to be an excellent environment catalyst to promote the C-N and C-S cross coupling reactions. A wide range of functional substrates including electron-withdrawing and electron-donating aryl halides underwent the coupling reaction with aromatic/heteroaromatic/benzylic and aliphatic amines and sulfides. The results demonstrated that the yields of the target products were good to excellent and the catalyst can be recycled for at least seven recycling runs without a discernible decrease in its catalytic activity. Furthermore, the heterogeneity studies (such as hot filtration and poisoning tests) efficiently confirmed that the as-synthesized nanostructured catalyst is heterogeneous and completely stable under the reaction conditions. We hope that our study inspires more interest in designing novel catalysts based on using low-cost metal ions (such as cobalt) in the field of cross coupling reactions.