- Fused-ring acceptors based on quinoxaline unit for highly efficient single-junction organic solar cells with low charge recombination
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Two non-fullerene small molecule acceptors (TFQ-F and TFQ-Cl) based on quinoxaline unit were designed and synthesized for efficient organic solar cells (OSCs). These two acceptors showed intense absorption up to 900 nm and high thermal stabilities with decomposition temperatures over 360 °C due to their fused-ring skeletons. TFQ-F and TFQ-Cl are the A-D-A′-D-A type acceptors (A/A′ for acceptor unit and D for donor unit). TFQ-F and TFQ-Cl have the same D-A′-D fragment, which was flanked with different ending groups. The effect of different ending groups on their photophysical properties, electrochemical behaviors, micro-structures and charge recombination properties of active layers, and device performance were investigated systematically. PM6 with the complementary absorption to the two acceptors was used as the donor material. The pristine PM6:TFQ-F blend films displayed the optimal morphologies as revealed by AFM and TEM measurement. Organic solar cells based on PM6:TFQ-Cl blend film showed high JSC of 25.19 mA/cm2 and PCE of 13.2%. The Voc, JSC and PCE for PM6:TFQ-F film based device were 0.857 V, 23.70 mA/cm2 and 13.51%, respectively. The dependence of VOC/JSC on various light intensities indicated that PM6:TFQ-F/Cl based device had low charge recombination.
- Chen, Yang,Fan, Jian,Huang, Yuting,Li, Yaowen,Sun, Bangjin
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- Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation
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A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.
- Shen, Duyi,Wang, Hongyan,Zheng, Yanan,Zhu, Xinjing,Gong, Peiwei,Wang, Bin,You, Jinmao,Zhao, Yulei,Chao, Mianran
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p. 5354 - 5361
(2021/05/05)
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- Phosphorus(III)-Mediated, Tandem Deoxygenative Geminal Chlorofluorination of 1,2-Diketones
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Tetrasubstituted carbon containing two different halogen substituents was constructed in a single-step operation by utilizing the carbene-like reactivity of dioxaphospholene through the tandem reaction of electrophilic and nucleophilic halogenating reagents. It was crucial to devise non-dealkylatable phosphoramidite, which enabled the efficient formation of geminal chlorofluorides from various 1,2-diketones with (PhSO2)2NF and n-Bu4NCl. In addition, selective functionalization of the chlorine substituent was demonstrated, and the absence of halogen scrambling was confirmed.
- Choi, Garam,Chung, Won-Jin,Hwang, Sunjoo,Jang, Hanna,Kim, Ha Eun
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p. 4190 - 4195
(2020/06/27)
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- Synthetic method and application of diphenylglyoxal compound
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The invention provides a preparation method of a synthetic diphenylglyoxal compound. A methylbenzene compound is oxidized by oxygen under the co-catalysis action of cuprous bromide, sodium nitrite, DDQ and protonic acid, and the diphenylglyoxal compound is prepared by a one-step method. Through suitable selectivity and collaboration of a catalyst and a reaction condition, a target product with high yield is realized, the efficiency is high in the preparation process, the cost is low, very outstanding technical significance and application value are achieved in the field of medical intermediatesynthesis, and market prospects are wide.
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Paragraph 0020-0022
(2019/11/20)
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- Preparation method of bibenzoyl compound and application
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The invention provides a preparation method for synthesizing dibenzoyl compounds. Under the co catalysis of cuprous bromide, sodium nitrite, DDQ and protonic acid, a benzyl alcohol compound is oxidized by oxygen, and a bibenzoyl compound is obtained by a one-step method. Through the appropriate selection and coordination of the catalyst, reaction conditions and the like, target products with highyield are obtained, and in the preparation process, the efficiency is good, and the cost is low; and the technical significance and application value in the field of pharmaceutical intermediates synthesis are significant, and the market prospect is wide.
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Paragraph 0021-0023
(2019/11/20)
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- Copper-catalyzed aerobic oxidative C-C bond cleavage of 1,3-diaryldiketones to synthesize 1,2-diketones
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An aerobic oxidative C-C bond cleavage of 1,3-diaryldiketones for the synthesis of 1,2-diketones by using O2 as the oxidant has been developed. Control experiments illustrate that the copper catalyst not only assist the aerobic oxidative process of 1,3-diketones, but also catalyze the 1,2-Wagner-Meerwein-type rearrangement process. Georg Thieme Verlag Stuttgart. New York.
- Zhang, Chun,Wang, Xiaoyang,Jiao, Ning
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supporting information
p. 1458 - 1460
(2014/06/23)
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- Design, synthesis and biological evaluation of 2, 4, 5-triphenylimidazole derivatives with preliminary SAR
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A series of N1-substituted 2,4,5-triphenyl imidazole derivatives was designed, synthesized and evaluated for their p53-MDM2 binding inhibitory activities and anti-proliferative activities in vitro against four human cancer cell lines (PC3, KB, A549 and HCT116). Although logical evaluation revealed weak p53-MDM2 binding inhibitory activities, most of the obtained molecules displayed moderate to potent cytotoxicities against tested cell lines. As a potential lead compound for further optimization, compound 9c was evaluated as the most potent compound against four cell lines and could induce cell cycle arrest at G2/M phase. The binding mode of compound 9f and MDM2 was further studied by docking analysis and the unexpected interaction mode revealed that this series of compounds may take part into a different binding modes as the lead compound Such as Nutlin, which could induce a different mechanism in cancer therapy.
- Hu, Chunqi,Shen, Jianfeng,Bian, Kejun,Zhang, Ruoyu,Deng, Liping
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p. 762 - 769
(2014/07/07)
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- Synthesis of ferrocene derivatives with planar chirality via palladium-catalyzed enantioselective C-H bond activation
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The first catalytic and enantioselective C-H direct acylation of ferrocene derivatives has been developed. A series of 2-acyl-1-dimethylaminomethylferrocenes with planar chirality were provided under highly efficient and concise one-pot conditions with up to 85% yield and 98% ee. The products obtained could be easily converted to various chiral ligands via diverse transformations.
- Pi, Chao,Cui, Xiuling,Liu, Xiuyan,Guo, Mengxing,Zhang, Hanyu,Wu, Yangjie
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p. 5164 - 5167
(2014/12/11)
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- Cu-catalyzed esterification reaction via aerobic oxygenation and C-C bond cleavage: An approach to α-ketoesters
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The Cu-catalyzed novel aerobic oxidative esterification reaction of 1,3-diones for the synthesis of α-ketoesters has been developed. This method combines C-C σ-bond cleavage, dioxygen activation and oxidative C-H bond functionalization, as well as provides a practical, neutral, and mild synthetic approach to α-ketoesters which are important units in many biologically active compounds and useful precursors in a variety of functional group transformations. A plausible radical process is proposed on the basis of mechanistic studies.
- Zhang, Chun,Feng, Peng,Jiao, Ning
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supporting information
p. 15257 - 15262
(2013/11/06)
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- CuI-catalyzed and air promoted oxidative cyclization for one-pot synthesis of polyarylated oxazoles
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A facile CuI-catalyzed and air promoted oxidative cyclization was developed for the synthesis of polyarylated oxazoles. By virtue of this method, a variety of arylated oxazoles could be easily synthesized from readily available starting materials at room temperature in air. The Royal Society of Chemistry 2013.
- Hu, Ping,Wang, Qiang,Yan, Yizhe,Zhang, Shuai,Zhang, Baiqun,Wang, Zhiyong
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supporting information
p. 4304 - 4307
(2013/08/23)
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- Synthesis and photovoltaic performance of pyrazinoquinoxaline containing conjugated thiophene-based dendrimers and polymers
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Pyrazinoquinoxaline-based building blocks were incorporated into both π-conjugated dendrimers and polymers. The dendrimers were synthesized using a convergent/divergent approach whereas the donor/acceptor copolymers were synthesized via Stille cross-coupling reactions. The structurally defined dendrimers and the π-conjugated polymers were investigated with respect to their optical and electronic properties as well as their performance in photovoltaic devices. Because of the presence of the electron-deficient pyrazinoquinoxaline moiety, the absorption spectra of the materials under investigation were red-shifted with respect to the all thiophene-containing materials. Power conversion efficiencies up to 1.7 and 0.8% were obtained from blends of second-generation dendrimers and polymers with PC71BM, respectively.
- Schulz, Gisela L.,Mastalerz, Michael,Ma, Chang-Qi,Wienk, Martijn,Janssen, Rene,Baeuerle, Peter
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p. 2141 - 2151
(2013/05/22)
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- N-heterocyclic carbene-catalyzed annulation of α-cyano-1,4-diketones with ynals
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In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.
- Romanov-Michailidis, Fedor,Besnard, Celine,Alexakis, Alexandre
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p. 4906 - 4909,4
(2012/12/12)
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- N-heterocyclic carbene-catalyzed annulation of α-cyano-1,4-diketones with ynals
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In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.
- Romanov-Michailidis, Fedor,Besnard, Céline,Alexakis, Alexandre
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p. 4906 - 4909
(2013/01/15)
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- Synthesis of electron-poor hexa-peri-hexabenzocoronenes
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The oxidative cyclodehydrogenation of electron-poor arenes was achieved using DDQ-CF3SO3H resulting in hexa-peri- hexabenzocoronenes with electron withdrawing Br, F and CF3 groups. This method will lead to their expansion into a new class of electron transport materials.
- Jones, David J.,Purushothaman, Balaji,Ji, Shaomin,Holmes, Andrew B.,Wong, Wallace W. H.
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supporting information; experimental part
p. 8066 - 8068
(2012/09/22)
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- A recyclable, self-supported organocatalyst based on a poly(N-Heterocyclic Carbene)
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We report the synthesis and catalytic activity of a polymeric imidazolium salt. In contrast to the well-known resin-supported N-heterocyclic carbenes (NHCs), the material described herein affords a polymer with NHCs orthogonally positioned along a main chain upon generation in situ. The unique structural characteristics of the corresponding poly(NHC)s enabled the materials to display catalytic activities that were similar or superior to those displayed by monomeric analogues. Moreover, the new catalyst was successfully recovered and reused with minimal loss of performance over several cycles.(Figure Presented)
- Powell, Adam B.,Suzuki, Yasuo,Ueda, Mitsuru,Bielawski, Christopher W.,Cowley, Alan H.
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supporting information; experimental part
p. 5218 - 5220
(2011/06/16)
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- Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils
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We have synthesized and assessed the ability of symmetrical fluorobenzoins and fluorobenzils to inhibit mammalian carboxylesterases (CE). The majority of the latter were excellent inhibitors of CEs however unexpectedly, the fluorobenzoins were very good enzyme inhibitors. Positive correlations were seen with the charge on the hydroxyl carbon atom, the carbonyl oxygen, and the Hammett constants for the derived Ki values with the fluorobenzoins.
- Hicks, Latorya D.,Hyatt, Janice L.,Moak, Teri,Edwards, Carol C.,Tsurkan, Lyudmila,Wierdl, Monika,Ferreira, Antonio M.,Wadkins, Randy M.,Potter, Philip M.
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p. 3801 - 3817
(2008/02/09)
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- Structure-activity relationship (SAR) investigations of substituted imidazole analogs as TRPV1 antagonists
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A novel series of 4,5-biarylimidazoles as TRPV1 antagonists were designed based on the previously reported 4,6-disubstituted benzimidazole series. The analogs were evaluated for their ability to block capsaicin- or acid-induced calcium influx in TRPV1-expressing CHO cells. These studies led to the identification of a highly potent and orally bioavailable TRPV1 antagonist, imidazole 33.
- Gore, Vijay K.,Ma, Vu V.,Tamir, Rami,Gavva, Narender R.,Treanor, James J.S.,Norman, Mark H.
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p. 5825 - 5830
(2008/04/03)
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- Vanilloid receptor ligands and their use in treatments
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Therapeutic benzimidazoles and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.
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Page/Page column 20
(2010/10/20)
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- TRANSITION-METAL CHARGE-TRANSPORT MATERIALS, METHODS OF FABRICATION THEREOF, AND METHODS OF USE THEREOF
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Briefly described, embodiments of this disclosure include transition-metal charge-transport materials, methods of forming transition-metal charge-transport materials, and methods of using the transition-metal charge-transport materials.
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Page/Page column 46-47; Sheet 21
(2010/02/15)
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- Pyrazolo[3,4-c]pyridazines as novel and selective inhibitors of cyclin-dependent kinases
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Pyrazolopyridazine 1a was identified in a high-throughput screening carried out by BASF Bioresearch Corp. (Worcester, MA) as a potent inhibitor of CDK1/cyclin B and shown to have selectivity for the CDK family. Analogues of the lead compound have been syn
- Bra?a, Miguel F.,Cacho, Mónica,García, M. Luisa,Mayoral, Elena P.,López, Berta,De Pascual-Teresa, Beatriz,Ramos, Ana,Acero, Nuria,Llinares, Francisco,Mu?oz-Mingarro, Dolores,Lozach, Olivier,Meijer, Laurent
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p. 6843 - 6854
(2007/10/03)
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- Electrosynthesis of 1,2 diketones by reduction of aromatic esters at freshly metal coated electrodes: A novel coupling reaction
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The one-step electrosynthesis of 1,2 aryldiketones has been achieved by constant current electrolysis of aromatic esters in an undivided cell fitted with a cadmium coated cathode and a sacrificial magnesium anode. Evidence is given for a role of Mg2+ ions in the pathway of the reaction.
- Heintz, Monique,Devaud, Marguerite,Hebri, Hassan,Dunach, Elisabet,Troupel, Michel
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p. 2249 - 2252
(2007/10/02)
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- &α,&α-Difluoroarylacetic Acids: Preparation from (Diethylamino)sulfur Trifluoride and &α-Oxoarylacetates
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Several α,α-difluoroarylacetic acids have been prepared by reaction of DAST ((diethylamino)sulfur trifluoride) with esters of α-oxoarylacetic acids and then hydrolysis of the resulting difluoro ester.Examples include the α,α-difluoro derivates of the synthetic plant auxin, α-naphthylacetic acid, and the antiinflammatory drug, ibufenac.
- Middleton, W. J.,Bingham, E. M.
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p. 2883 - 2887
(2007/10/02)
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