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3,4-Phenylenedioxythiophenes (PheDOTs) functionalized with electron-withdrawing groups and their analogs for organic electronics

A novel, facile and efficient one-pot, microwave-assisted method of synthesis allowing an access to a new series of 3,4-phenylenedioxythiophene derivatives with electron-withdrawing groups at the benzene ring (EWG-PheDOT) and their analogs (with an expanded side pi-system or with heteroaromatic rings, ArDOT) by the reaction of 2,5-dialkoxycarbonyl-3,4-dihydroxythiophenes with electrophilic aromatic/heteroaromatic compounds in dipolar aprotic solvents has been described. Its applicability over a wide range of novel functionalized ArDOTs as promising building blocks for organic electronic materials has been demonstrated. The structures of selected ArDOTs have been determined by single-crystal X-ray diffraction. The electronic structure of conjugated polymers p[ArDOTs] based on synthesized novel thiophene monomers has been studied theoretically by the DFT PBC/B3LYP/6-31G(d) method. The performed calculations reveal that while the side functional groups are formally not in conjugation with the polymer main chain, they have an unprecedentedly strong effect on the HOMO/LUMO energy levels of conjugated polymers, allowing their efficient tuning by over the range of 1.6 eV. In contrast to that, the energy gaps of the polymers are almost unaffected by such functionalizations and vary within a range of only ?0.05 eV. Computational predictions have been successfully confirmed in experiments: cyclic voltammetry shows a strong anodic shift of p-doping for the electron-withdrawing CF3 group functionalized polymer p[4CF3-PheDOT] relative to the unsubstituted p[PheDOT] polymer (by 0.55 V; DFT predicted the decrease of the HOMO by 0.58 eV), while very similar Vis-NIR absorption spectra for both polymers in the undoped state indicate that their optical energy gaps nearly coincide (DeltaEg < 0.04 eV). Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Electric Literature of 2213-63-0. In my other articles, you can also check out more blogs about 2213-63-0

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Brief introduction of 2,3-Dichloroquinoxaline

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Antiproliferative, DNA intercalation and redox cycling activities of dioxonaphtho[2,3-d]imidazolium analogs of YM155: A structure-activity relationship study

The anticancer agent YM155 is widely investigated as a specific survivin suppressant. More recently, YM155 was found to induce DNA damage and this has raised doubts as to whether survivin is its primary target. In an effort to assess the contribution of DNA damage to the anticancer activity of YM155, several analogs were prepared and evaluated for antiproliferative activity on malignant cells, participation in DNA intercalation and free radical generation by redox cycling. The intact positively charged scaffold was found to be essential for antiproliferative activity and intercalation but was less critical for redox cycling where the minimal requirement was a pared down bicyclic quinone. Side chain requirements at the N1 and N3 positions of the scaffold were more alike for redox cycling and intercalation than antiproliferative activity, underscoring yet again, the limited structural overlaps for these activities. Furthermore, antiproliferative activities were poorly correlated to DNA intercalation and redox cycling. Potent antiproliferative activity (IC50 9-23 nM), exceeding that of YM155, was found for a minimally substituted methyl analog AB7. Like YM155 and other dioxonaphthoimidazoliums, AB7 was a modest DNA intercalator but with weak redox cycling activity. Thus, the capacity of this scaffold to inflict direct DNA damage leading to cell death may not be significant and YM155 should not be routinely classified as a DNA damaging agent.

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Synthetic Route of 2213-63-0, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2. In a Article£¬once mentioned of 2213-63-0

FeCl3 catalysed 7-membered ring formation in a single pot: A new route to indole-fused oxepines/azepines and their cytotoxic activity

Various oxepine and azepine fused N-heterocyclic derivatives were synthesized using a new and one-pot reaction of 2,3-dichloro quinoxaline/pyrazine with 2-(1H-indol-2-yl)phenol/aniline in the presence of 25 mol% FeCl3. The reaction proceeded via C-C bond followed by C-X (X = O or N) bond formation to construct the central 7-membered ring, affording the desired products in good yields. The structure assignment was confirmed by the single crystal X-ray analysis of a synthesized oxepine fused N-heterocycle derivative. Most of the synthesized compounds were found to be promising when tested for their anti-proliferative properties against cervical and breast cancer cell lines.

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NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent compound of the present invention has high luminous efficiency, and thus can be used as a host in a light-emitting layer; and an organic electroluminescent device comprising the organic electroluminescent compounds of the present invention has long operating lifespan, provides improved current efficiency and power efficiency, and gives colors having high purity.

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Application of 2213-63-0, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2. In a Article£¬once mentioned of 2213-63-0

AlCl3 induced (hetero)arylation of 2,3-dichloroquinoxaline: A one-pot synthesis of mono/disubstituted quinoxalines as potential antitubercular agents

A direct and single-step method has been developed for the synthesis of mono and 2,3-disubstituted quinoxalines by using a AlCl3 induced (hetero)arylation of 2,3-dichloroquinoxaline. Both symmetrical and unsymmetrical 2,3-disubstituted quinoxalines can be prepared conveniently by using this method under appropriate reaction conditions. The reaction proceeds via C-C bond formation and can be utilized for the preparation of a variety of quinoxaline derivatives from readily available starting materials and reagents. The molecular structure of a representative compound was confirmed by single crystal X-ray diffraction study. Some of the compounds synthesized were tested for chorismate mutase inhibitory properties in vitro and one compound showed promising activity representing one of the few examples of chorismate mutase inhibition by a heteroarene based small molecule.

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New explortion of 2,3-Dichloroquinoxaline

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. HPLC of Formula: C8H4Cl2N2, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 2213-63-0, in my other articles.

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Photoredox-Switchable Resorcin[4]arene Cavitands: Radical Control of Molecular Gripping Machinery via Hydrogen Bonding

Semiquinones (SQ) are generated in photosynthetic organisms upon photoinduced electron transfer to quinones (Q). They are stabilized by hydrogen bonding (HB) with the neighboring residues, which alters the properties of the reaction center. We designed, synthesized, and investigated resorcin[4]arene cavitands inspired by this function of SQ in natural photosynthesis. Cavitands were equipped with alternating quinone and quinoxaline walls bearing hydrogen bond donor groups (HBD). Different HBD were analyzed that mimic natural amino acids, such as imidazole and indole, along with their analogues, pyrrole and pyrazole. Pyrroles were identified as the most promising candidates that enabled the cavitands to remain open in the Q state until strengthening of HB upon reduction to the paramagnetic SQ radical anion provided stabilization of the closed form. The SQ state was generated electrochemically and photochemically, whereas properties were studied by UV/Vis spectroelectrochemistry, transient absorption, and EPR spectroscopy. This study demonstrates a photoredox-controlled conformational switch towards a new generation of molecular grippers.

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BENZOIMIDAZOLES AS PROLYL HYDROXYLASE INHIBITORS

The present invention is directed to benzoimidazole compounds of the formula (1) and enantiomers, diastereomers, racemates, and pharmaceutically acceptable salts thereof. Compounds of the present invention are useful in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions modulated by prolyl hydroxylase activity.

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A method to estimate the enthalpy of formation of organic compounds with chemical accuracy

A model that yields chemical accuracy for a broad range of organic molecules is presented. The range of applicability of such an accurate model is very broad: it can be used by chemists to predict equilibria while fostering new chemistries and allow process engineers to make more reliable designs. The model which is group-contribution (GC) based, estimates gas phase standard enthalpy of formations (DeltafHogas) of organic compounds. To achieve the chemical accuracy, a systematic property-data-model analysis, which allows efficient use of knowledge of the experimental data of DeltafHogas and the molecular structural information is employed. Based on the findings of property-data-model analysis, new structural parameters are defined and included in the GC-model to provide additional structural information for compounds having large correlation errors and to thereby improve accuracy of DeltafHogas predictions through better correlation of data. For parameter estimation, a data-set containing 861 experimentally measured values of a wide variety of organic compounds (hydrocarbons, oxygenated compounds, nitrogenated compounds, multifunctional compounds, etc.) is used. The developed property model for DeltafHogas is fully predictive and is based exclusively on the molecular structure of the organic compound. Compared to other currently used property prediction methods, the developed GC-model for DeltafHogas provides significant improvement in accuracy with an average absolute error of 1.75 kJ/mol and standard deviation of 2.61 kJ/mol.

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 2213-63-0, name is 2,3-Dichloroquinoxaline, introducing its new discovery. Application In Synthesis of 2,3-Dichloroquinoxaline

An Improved Synthesis of Substituted Dibenzo<1,4>dioxines

An improved general synthesis of substituted dibenzo<1,4>dioxines by reaction of catechol and substituted 1,2-dichloro- or 2-chloronitro-benzenes with metallic potassium in hexamethylphosphoramide is reported.The yields are generally superior to those in published methods, and in particular the reaction appears the one of choice for the synthesis of both the parent dibenzodioxine and the 1-carboxy derivative.

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Related Products of 2213-63-0, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2. In a Article£¬once mentioned of 2213-63-0

Thiacyanocarbons. 6. 1,4-Dithiino<2,3-c;6,5-c>diisothiazole-3,7-dicarbonitrile, Isothiazole<3,4-f><1,2,3,4,5>pentathiepine-8-carbonitrile, and Disodium 5-Cyanoisothiazoledithiolate

The synthesis of 1,4-dithiino<2,3-c;6,5-c>diisothiazole-3,7-dicarbonitrile and isothiazole<3,4-f><1,2,3,4,5>pentathiepine-8-carbonitrile by a sulfur insertion-rearrangement reaction of 1,4-dithiin-2,3,5,6-tetracarbonitrile is described.The sulfur insertion-rearrangement of disodium dimercaptomaleonitrile gives 5-cyanoisothiazoledithiolate.The physical and chemical properties of these heterocyclic systems are reported together with a qualitative molecular orbital treatment which provides the key to understanding their properties.

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