603-34-9Relevant articles and documents
An Investigation into the Electrochemical Oxidation of Some Aromatic Amines in the Room-Temperature Molten Salt System Aluminium Chloride-n-Butylpyridinium Chloride
Robinson, J.,Osteryoung, R. A.
, p. 4415 - 4420 (1980)
The electrochemical oxidation of a number of aromatic amines in the low-temperature molten salt system aluminium chloride-N-butylpyridinium chloride has been investigated.In acidic melts TPA is oxidized reversibly to its radical cation which at more positive potentials undergoes a further, chemically irreversibly oxidation to the dication of the amine.In basic melts the stability of the radical cation is reduced and it couples to form tetraphenylbenzidine which is itself further oxidized.The oxidation of the other amines was more complex as a result of their being involved in complexation equilibria with acid species in the melt.In basic melts where they were uncomplexed, their behavior was similar to that of TPA, but, in acidic melts, the amine complexes underwent irreversible two-electron oxidations to their respective dications at potentials ca. 1 V positive of the first oxidation potential of the free amine.TMB, which, depending on the melt acidity, could be present as the free amine mono or di complex, was also oxidized to its dication.The actual mechanism of this oxidation was dependent upon the melt acidity.The oxidation of TMB was also shown to be dependent upon the temperature, the TMB cation radical being stable at low temperature but becoming unstable with respect to disproportionation as the temperature was increased.
Laser flash photolysis generation and kinetic studies of corrole-manganese(v)-oxo intermediates
Zhang, Rui,Harischandra, Dilusha N.,Newcomb, Martin
, p. 5713 - 5720 (2005)
Corrole-manganese(V)-oxo intermediates were produced by laser flash photolysis of the corresponding corrole-manganese(IV) chlorate complexes, and the kinetics of their decay reactions in CH2Cl2 and their reactions with organic reductants were studied. The corroie ligands studied were 5,10,15-tris(pentafluorophenyl)corrole (H3TPFC), 5,10,15-triphenylcorrole (H3TPC), and 5,15-bis(pentafluorophenyl)-10- (p-methoxyphenyl)corrole (H3BPFMC). In self-decay reactions and in reactions with substrates, the order of reactivity of (Cor)MnV(O) was TPC > BPFMC > TPFC, which is inverted from that expected based on the electron-demand of the ligands. The rates of reactions of (Cor)MnV(O) were dependent on the concentration of the oxidant and other manganese species, with increasing concentrations of various manganese species resulting in decreasing rates of reactions, and the apparent rate constant for reaction of (TPFC)MnV(O) with triphenylamine was found to display fractional order with respect to the manganese-oxo species. The kinetic results are consistent in part with a reaction model involving disproportionation of (Cor)MnV(O) to give (Cor)MnIV and (Cor)MnVI(O) species, the latter of which is the active oxidant. Alternatively, the results are consistent with oxidation by (Cor)MnV(O) which is reversibly sequestered in non-reactive complexes by various manganese species.
Prevalence of the external surface over the internal pores in the spontaneous generation of tetrathiafulvalene radical cation incorporated in the novel delaminated ITQ-2 zeolite
Corma,Fornes,Galletero,Garcia,Gomez-Garcia
, p. 1218 - 1222 (2001)
ITQ-2 is a novel delaminated zeolite whose crystalline sheets (2.5 nm depth) define a large external surface (～720 m2 g-1) having 12-membered ring (MR) open cups together with a reduced microporosity due to a 10 MR channel system. This feature is the reverse of that of classical zeolites (i.e., much larger internal area compared to the external surface). Herein, we have used tetrathiafulvalene and triphenylamine to probe the capability of layered ITQ-2 zeolite to generate persistent organic radical cations compared to conventional Y, mordenite and ZSM-5 zeolites as well as to Al/MCM-41 (3.2 nm diameter) and amorphous silica-alumina. By selective silylation of the external cups, it has been found that formation of a significant concentration of persistent organic radical cations in ITQ-2 is a property that occurs within the open cups of the external surface rather than inside the 10 MR pores.
A base-free Chan–Lam reaction catalyzed by an easily assembled Cu(II)-carboxylate metal-organic framework
Ma, Ruixuan,Qin, Jianhua,Shi, Lei,Zhang, Xinhai
, p. 795 - 799 (2021/07/06)
A new copper(II) metal-organic framework is constructed as a sustainable copper heterogeneous catalyst. Cu-DPTCA, with high catalytic activity, can effectively promote the Chan–Lam coupling reaction of arylboronic acids and amines without adding any base or additive.
Method for synthesizing organic aromatic nitrogen-containing compound by taking nitrogen as nitrogen source
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Paragraph 0034-0039, (2021/05/08)
The invention provides a method for synthesizing an organic aromatic nitrogen-containing compound by taking nitrogen as a nitrogen source, and belongs to the field of organic synthesis. The invention provides a method for synthesizing an organic aromatic nitrogen-containing compound by taking nitrogen as a nitrogen source, which is characterized by comprising the following steps of: 1, reducing nitrogen by lithium powder to form lithium nitride; and 2, reacting the lithium nitride with a halogenated aromatic compound under the action of a transition metal catalyst, a ligand, alkali and a phase transfer catalyst to obtain an organic aromatic nitrogen-containing compound; wherein the two steps of reactions are completed in one pot. The method realizes the conversion of cheap nitrogen to the high-added-value aromatic nitrogen-containing compound, and also has the advantages of mild reaction conditions, good compatibility of substrate functional groups, high yield and the like.
A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib
Hajipour, Abdol R.,Khorsandi, Zahra,Sarfjoo, Mohamad Reza,Varma, Rajender S.
supporting information, p. 5222 - 5229 (2021/07/29)
Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.
Metal-organic frameworks derived CuONPs@C nanocatalysts for synthesizing optoelectronic triarylamine molecules
Kundu, Anu,Kumar, Vadivel Vinod,Anthony, Savarimuthu Philip
, (2020/11/05)
Carbon encapsulated copper oxide nanoparticles (CuONPs@C) fabricated using copper metal organic frameworks (Cu-MOFs) used as reusable nanocatalysts in Ullmann C[sbnd]N coupling reactions for synthesizing optoelectronic triphenylamine (TPA) and carbazole (CBZ) derivatives. The formation of CuONPs in carbon matrix was confirmed by powder X-ray diffraction (PXRD), X-ray photoelectron spectroscopy (XPS) and high-resolution transmission electron microscopy (HR-TEM). The catalytic activity of CuONPs@C was performed with diphenylamine/carbazole with substituted aryl halides in presence of mild K2CO3 base that produced triarylamines with 63–83% yields. Carbazole triarylamines exhibited strong solid state fluorescence (Φf = 14.54–36.32%) with λmax between 370 and 420 nm.
Organic light-emitting compound and preparation method and device thereof
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Paragraph 0021; 0040; 0042; 0044; 0046, (2021/04/14)
The invention provides an organic light-emitting compound which has a structure as shown in a formula I. By developing a hole transport material with a novel structure, the structural design direction is greatly expanded, a molecular structure with finer difference space conformation can be designed and synthesized, the structure-activity relationship can be better carded, and therefore, the hole transport material with more excellent performance is obtained. The organic light-emitting compound provided by the invention is used as a hole transport material of an organic electroluminescence device, and compared with other hole transport materials, the organic light-emitting compound has remarkably improved light-emitting efficiency and the service life. And the organic light-emitting compound has the advantages of short synthetic route, simple process, accessible raw materials and low cost, and is suitable for industrial production.
Hydrodebromination of Aromatic Bromides Catalyzed by Unsupported Nanoporous Gold: Heterolytic Cleavage of Hydrogen Molecule
Bao, Ming,Feng, Xiujuan,Yamamoto, Yoshinori,Zhang, Sheng,Zhao, Yuhui
, p. 4951 - 4957 (2020/09/09)
Unsupported nanoporous gold (AuNPore) is a highly efficient, practically applicable, and recyclable catalyst for hydrodebromination of aromatic bromides. The AuNPore-catalyzed hydrodebromination of aromatic bromides proceeded smoothly at relatively low hydrogen pressure and temperature to achieve good to excellent yields of the corresponding non-bromine variants. The selective hydrodebromination reaction occurred exclusively in the coexistence of chlorine atom. For the first time, a mechanistic study revealed that the H?H bond splits in a heterolysis manner on the surface of AuNPore to generate Au?H hydride species.
Synthesis of hexahydrophenanthridines via the tandem reaction of benzynes
Li, Wen-Juan,Pian, Ji-Xin,Gu, Cheng-Zhi,Dai, Bin,He, Lin
, (2020/07/24)
A tandem insertion-cyclization reaction between carbocyclic β–amino ketones and benzynes has been described, producing hexahydrophenanthridines in moderate to high yields.
