- Effective suppression of interfacial charge recombination by a 12-crown-4 substituent on a double-anchored organic sensitizer and rotating disk electrochemical evidence
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Mono/double-anchored phenothiazine-based dyes (DCE1-DCE4) containing various N-substituents (12-crown-4-substituted phenyl, 4-hexoxyphenyl, and bare phenyl) were synthesized and applied as sensitizers for dye-sensitized solar cells (DSSCs). The incorporat
- Li, Chun-Ting,Wu, Feng-Ling,Liang, Chia-Jung,Ho, Kuo-Chuan,Lin, Jiann T.
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Read Online
- Access to Phenothiazine Derivatives via Iodide-Mediated Oxidative Three-Component Annulation Reaction
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Herein, a new iodide-mediated three-component annulation reaction of secondary anilines, cyclohexanones, and elemental sulfur is demonstrated, which allows access to various phenothiazines with the merits of formation of multiple chemical bonds in one single operation, high step and atom efficiency, readily available feedstocks and catalyst system, and good substrate and functional group compatibility. The developed chemistry capable of constructing novel phenothiazines with structural diversity offers a significant basis for further applications.
- Chen, Qinghua,Xie, Rong,Jia, Huanhuan,Sun, Jialu,Lu, Guangpeng,Jiang, Huanfeng,Zhang, Min
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- Photoredox Catalytic Activation of Sulfur Hexafluoride for Pentafluorosulfanylation of α-Methyl- and α-Phenyl Styrene
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Sulfur hexafluoride is inert, non-toxic, and cannot simply be applied as pentafluorosulfanylation reagent. We present the first photoredox catalytic way to convert it into pentafluorosulfanylated α-methyl and α-phenyl styrenes simply by using light. The work tackles the challenges of precise activation of sulfur hexafluoride by a photoredox catalyst with designed consecutive electron transfer cycles in a fashion that styrenes trap the generated pentafluorosulfanyl radical. The method overcomes the highly problematic access to vinylic and allylic pentafluorosulfanyl styrenes and combines it with the disposal of the most potent greenhouse gas. Together with the use of light as energy source, an exceptionally high level of sustainability is gained.
- Rombach, David,Wagenknecht, Hans-Achim
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Read Online
- Metal-free atom transfer radical polymerization
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Overcoming the challenge of metal contamination in traditional ATRP systems, a metal-free ATRP process, mediated by light and catalyzed by an organic-based photoredox catalyst, is reported. Polymerization of vinyl monomers are efficiently activated and de
- Treat, Nicolas J.,Sprafke, Hazel,Kramer, John W.,Clark, Paul G.,Barton, Bryan E.,Read De Alaniz, Javier,Fors, Brett P.,Hawker, Craig J.
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- Photoredox Catalytic α-Alkoxypentafluorosulfanylation of α-Methyl- and α-Phenylstyrene Using SF6
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SF6 was applied as pentafluorosulfanylation reagent to prepare ethers with a vicinal SF5 substituent through a one-step method involving photoredox catalysis. This method shows a broad substrate scope with respect to applicable alcoh
- Rombach, David,Wagenknecht, Hans-Achim
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- In Situ Switching of Photoinduced Electron Transfer Direction by Regulating the Redox State in Fullerene-Based Dyads
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Novel fullerene-based donor-acceptor (DA) dyads, Sc3N@C80-PTZ and C60-PTZ, have been synthesized and investigated in which the photoinduced electron transfer direction is proved to be switchable by regulating the redox state. In detailed photophysical exp
- Chai, Yongqiang,Liu, Xiaolong,Wu, Bo,Liu, Liping,Wang, Zhuan,Weng, Yuxiang,Wang, Chunru
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Read Online
- Unveiling Potent Photooxidation Behavior of Catalytic Photoreductants
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We describe a photocatalytic system that reveals latent photooxidant behavior from one of the most reducing conventional photoredox catalysts, N-phenylphenothiazine (PTH). This aerobic photochemical reaction engages difficult to oxidize feedstocks, such as benzene, in C(sp2)-N coupling reactions through direct oxidation. Mechanistic studies are consistent with activation of PTH via photooxidation and with Lewis acid cocatalysts scavenging inhibitors inextricably formed in this process.
- Targos, Karina,Williams, Oliver P.,Wickens, Zachary K.
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supporting information
p. 4125 - 4132
(2021/04/07)
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- Multistage Stimulus-Responsive Room Temperature Phosphorescence Based on Host–Guest Doping Systems
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Compared with inorganic long-lasting luminescent materials, organic room temperature phosphorescent (RTP) ones show several advantages, such as flexibility, transparency, solubility and color adjustability. However, organic RTP materials close to commerci
- Che, Weilong,Fang, Manman,Gao, Mingxue,Li, Xiaoning,Li, Zhen,Liu, Zhenjiang,Tian, Yu,Yang, Jie
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supporting information
p. 20259 - 20263
(2021/08/09)
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- Photoactivated novel organic small-molecular matrixes and preparation method thereof, and application of photoactivated novel organic small-molecular matrixes in MALDI mass spectrometric detection
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The invention provides photoactivated novel organic small-molecular matrixes and a preparation method thereof, and application of the photoactivated novel organic small-molecular matrixes in MALDI mass spectrometric detection. According to the invention,
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Paragraph 0035; 0089-0091
(2021/04/10)
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- Organic room temperature phosphorescent material with multiple stimulus response and preparation method and application thereof
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The invention discloses an organic room temperature phosphorescent material with multiple stimulus responses and a preparation method and application thereof. The room-temperature phosphorescent material mainly comprises triphenylphosphonium oxygen and a
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Paragraph 0067-0069
(2021/12/07)
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- Organic room-temperature phosphorescent material as well as preparation method and application thereof
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The invention discloses an organic room-temperature phosphorescent material as well as a preparation method and application thereof. The structure of the phosphorescent material is shown as a formula(I), a formula (II) or a formula (III). The molecules all contain one or more phenothiazine units, and when the molecules are dispersed and immobilized in a rigid matrix PMMA, the material doped withthe molecules can be induced to generate room-temperature phosphorescence under the excitation of an ultraviolet lamp. Phenothiazine derivative molecules promote oxygen molecules in a matrix materialto be converted into singlet oxygen in the light induction process, and after the oxygen molecules are greatly consumed, the phenothiazine derivative molecules emit phosphorescence due to the fact that non-radiative energy dissipation is inhibited by a rigid environment provided by the matrix. The activated material can be inactivated again by heating or standing for a long time, and the process can be carried out repeatedly. The molecules in the invention can realize light-induced information writing and erasing in a transparent polymer matrix material, material support is provided for organic light information storage, reading and writing, and the practicability is extremely high.
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Paragraph 0074-0080
(2021/02/06)
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- Singlet oxygen type photosensitizer material with aggregation-induced emission property as well as preparation method and application of singlet oxygen type photosensitizer material
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The invention discloses a singlet oxygen type photosensitizer material with aggregation-induced emission performance as well as a preparation method and application of the singlet oxygen type photosensitizer material. The method comprises the following st
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Paragraph 0056-0060
(2021/07/14)
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- Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride
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This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.
- Bannykh, Anton,Khomutnyk, Yaroslav,Kim, Sungjin,Nagorny, Pavel
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supporting information
p. 190 - 194
(2021/01/13)
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- Light-promoted synthesis of surface-grafted polymers bearing pyridine groups by metal-free ATRP in microliter volumes
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Polymers with pendant pyridine groups (PPPGs) are pH responsive weak polyelectrolytes potentially attractive for many applications such as sensors, antibacterial coatings, and ion gating systems. Synthesis of PPPGs by classical atom transfer radical polym
- Hatalak, Anna,S?owikowska, Monika,Wójcik, Artur J.,Wolski, Karol,Zapotoczny, Szczepan
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- HETEROAROMATIC DERIVATIVE COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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A compound for an organic electroluminescent device comprises the compound 1. It is thereby possible. The present invention relates to a heterocyclic compound for an organic electroluminescent device and a method for manufacturing the same. Structural 1.
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Paragraph 0234; 0237-0240
(2020/12/30)
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- Visible Light Photocatalytic Synthesis of Tetrahydroquinolines Under Batch and Flow Conditions
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In this work, we describe the use of visible light and a photocatalytic system for the cyclization of iodoaryl vinyl derivatives to tetrahydroquinoline structures. The reaction proceeds under very mild conditions, tolerates different functional groups and more importantly, the method allows the synthesis of N-free tetrahydroquinolines from N-unprotected starting materials. In addition, the reaction can also be performed using flow-chemistry. Finally, a mechanistic proposal based on some mechanistic studies has been described.
- González-Mu?oz, Daniel,Nova-Fernández, José Luis,Martinelli, Ada,Pascual-Coca, Gustavo,Cabrera, Silvia,Alemán, José
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supporting information
p. 5995 - 5999
(2020/09/17)
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- Perylene diimide electron transport material as well as synthesis method and application thereof (by machine translation)
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The invention belongs to the technical field of organic functional materials, and relates to a perylene diimide electron transport material and a synthesis method thereof and application in a trans-planar perovskite solar cell. The phenothiazine dioxide group is taken as a core structure, perylene diimide groups are connected at 3 - and 7 - substitution positions of the phenothiazine dioxide structural unit, and different peripheral groups are introduced. The perylene diimide electron transport material provided by the invention has the advantages of stable conditions, low cost, high electron mobility and the like. Compared with a trans-planar perovskite solar cell based on fullerene electron transport materials, the cell based on such an electron transport material has no hysteresis under the working condition. In addition, lower manufacturing cost, higher photoelectric conversion efficiency and better stability are favorable to promoting its large-scale commercial production. (by machine translation)
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Paragraph 0065-0068
(2020/10/20)
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- C-to N-Center Remote Heteroaryl Migration via Electrochemical Initiation of N Radical by Organic Catalyst
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Herein an exogenous oxidant- A nd metal-free electrochemical heteroaryl migration triggered by N radicals to construct new N-C bonds was developed. This methodology features a high atom economy and utilization rate of energy, and it is insensitive to water and air. Moreover, a user-friendly undivided cell was employed. The use of an organic catalyst makes it more efficient, green, and practical.
- Liu, Chengkou,Jiang, Qiang,Lin, Yang,Fang, Zheng,Guo, Kai
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supporting information
p. 795 - 799
(2020/02/04)
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- Visible-light-promoted N-centered radical generation for remote heteroaryl migration
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Herein, an efficient visible-light-mediated N-H heteroarylationviaremote heteroarylipso-migration has been accomplished. Moderate to good yields were obtained with good functional group tolerance. Moreover, a simple and readily available organic photoredox catalyst was employed, avoiding the use of complex and costly noble metal compounds.
- Cai, Chen,Fang, Zheng,Guo, Kai,Jiang, Qiang,Liu, Chengkou,Yuan, Chengcheng
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supporting information
p. 7663 - 7670
(2020/10/14)
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- Synthesis of indolines via a photocatalytic intramolecular reductive cyclization reaction
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– Herein, we synthesized a series of indolines using a photocatalytic intramolecular reductive cyclization reaction. This reaction uses several N-allyl-2-iodoanilines in the presence of 10-phenylphenothiazine (Ph-PTZ) as an organic photocatalyst. Further,
- Yamaguchi, Eiji,Goto, Yumiko,Itoh, Akichika
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p. 177 - 185
(2020/02/04)
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- Organocatalytic Approach to Photochemical Lignin Fragmentation
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Herein, an organocatalytic method for photochemical C-O bond cleavage of lignin systems is reported. The use of photochemistry enabled fragmentation of the β-O-4 linkage, the primary linkage in lignin, provides the fragmentation products in good to high yields. The approach was merged with reported oxidation conditions in a one-pot, two-step platform without any intermediary purification, suggesting its high fidelity. The future utility of the organocatalytic method was illustrated by applying the visible light-mediated protocol to continuous flow processing.
- Yang, Cheng,K?rk?s, Markus D.,Magallanes, Gabriel,Chan, Kimberly,Stephenson, Corey R. J.
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supporting information
p. 8082 - 8085
(2020/11/02)
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- N-Arylphenothiazines as strong donors for photoredox catalysis – pushing the frontiers of nucleophilic addition of alcohols to alkenes
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A new range of N-phenylphenothiazine derivatives was synthesized as potential photoredox catalysts to broaden the substrate scope for the nucleophilic addition of methanol to styrenes through photoredox catalysis. These N-phenylphenothiazines differ by their electron-donating and electron-withdrawing substituents at the phenyl group, covering both, σ and π-type groups, in order to modulate their absorbance and electrochemical characteristics. Among the synthesized compounds, alkylaminylated N-phenylpheno-thiazines were identified to be highly suitable for photoredox catalysis. The dialkylamino substituents of these N-phenylpheno-thiazines shift the estimated excited state reduction potential up to ?3.0 V (vs SCE). These highly reducing properties allow the addition of methanol to α-methylstyrene as less-activated substrate for this type of reaction. Without the help of an additive, the reaction conditions were optimized to achieve a quantitative yield for the Markovnivkov-type addition product after 20 h of irradiation.
- Speck, Fabienne,Rombach, David,Wagenknecht, Hans-Achim
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supporting information
p. 52 - 59
(2019/01/28)
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- Intramolecular Homolytic Substitution Enabled by Photoredox Catalysis: Sulfur, Phosphorus, and Silicon Heterocycle Synthesis from Aryl Halides
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Aryl radical generation and manipulation constitutes a long-standing challenge in organic synthesis. Photocatalytic single-electron reduction of aryl halides has been established as a premier activation pathway to reach these intermediates. The current st
- Garrido-Castro, Alberto F.,Salaverri, Noelia,Maestro, M. Carmen,Alemán, José
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supporting information
p. 5295 - 5300
(2019/07/03)
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- Implementing Hydrogen Atom Transfer (HAT) Catalysis for Rapid and Selective Reductive Photoredox Transformations in Continuous Flow
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The reductive transformation of aryl halides and carbonyl compounds is a key step in many photoredox transformations. By combining a highly reducing organic photocatalyst with a thiol hydrogen atom transfer (HAT) catalyst, we showcase rapid and highly selective reactions of these synthetically important starting materials in continuous flow. The fast reduction of aryl iodides, bromides and chlorides has been demonstrated with residence times in some cases below one minute. Selectivity between mono- and di-dehalogenation could also be achieved in some cases. Aryl ketones, aldehydes and imines were shown to undergo facile pinacol couplings, and the coupling of an aryl chloride with a styrene was also successful.
- Steiner, Alexander,Williams, Jason D.,Rincón, Juan A,de Frutos, Oscar,Mateos, Carlos,Kappe, C. Oliver
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supporting information
p. 5807 - 5811
(2019/08/01)
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- Highly efficient phenothiazine 5,5-dioxide-based hole transport materials for planar perovskite solar cells with a PCE exceeding 20%
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Two novel phenothiazine 5,5-dioxide (PDO) core building block-based hole transport materials (HTMs), termed PDO1 and PDO2, were designed and synthesized. The introduction of a sulfuryl group in a core unit can deeply influence the energy levels and charge carrier mobilities of relative HTMs. The combined suitable energy level alignment, higher hole mobility and conductivity, as well as highly efficient hole transfer of PDO2 enable the perovskite solar cell (PSC) to achieve an impressive power conversion efficiency (PCE) of 20.2% and good stability when aged under ambient conditions. These results demonstrate the potential versatility of the PDO building block for further development of cost-effective and highly efficient HTMs for PSCs.
- Ding, Xingdong,Chen, Cheng,Sun, Linghao,Li, Hongping,Chen, Hong,Su, Jie,Li, Huaming,Li, Henan,Xu, Li,Cheng, Ming
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supporting information
p. 9510 - 9516
(2019/04/25)
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- Hole-transport material taking phenothiazine dioxide as core structure and synthetic method and application thereof
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The invention belongs to the technical field of organic functional materials and relates to a hole-transport material taking a phenothiazine dioxide as a core structure and a synthetic method thereofand application thereof in a perovskite solar battery. The synthetic method comprises the following steps: carrying out a Buchwald carbon-nitrogen coupling reaction on phenothiazine and R1Br to obtainan intermediate 1; carrying out a brominating reaction on the intermediate 1 to obtain an intermediate 2; carrying out an oxidizing reaction on the intermediate 2 and hydrogen peroxide to obtain an intermediate 3; and carrying out Buchwald carbon-nitrogen coupling reaction or Suzuki carbon-carbon coupling reaction on the intermediate 3 to obtain a final product PDO-1 or PDO-2. Compared with a battery based on a conventional hole-transport material Spiro-OMeTAD, the material prepared by the preparation method is applied to the perovskite solar battery to obtain a higher photoelectric conversion efficiency, better stability and lower manufacturing cost. The material is free of an obvious relaxation phenomenon, so that commercial production of the perovskite solar battery is promoted favorably.
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Paragraph 0065-0068
(2019/06/07)
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- Non-directed copper-catalyzed regioselective C-H sulfonylation of phenothiazines
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We develop a simple and general method for sulfonylation of phenothiazines under Cu(i) catalysis. The broad scope of aryl/alkyl sulfonyl chlorides was applicable to produce C3 sulfonylation products of phenothiazines in moderate to good yields. The further transformation of the sulfonylation products was successful, which afforded valuable polyheterocycles.
- Liu, Caiyan,Shen, Yongli,Yuan, Kedong
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supporting information
p. 5009 - 5013
(2019/06/03)
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- Room temperature phosphorescence molecule based on phenothiazine derivative, preparation method and application thereof
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The invention discloses a room temperature phosphorescence molecule based on a phenothiazine derivative, a preparation method and application thereof. The room temperature phosphorescence molecule based on the phenothiazine derivative has a structure shown as formula (I), wherein R is -OCH3, -CH3, -H, -Br, -Cl, -F or -CF3. According to the invention, mainly phenothiazine is adopted as the core, and C-N coupling reaction is carried out to connect phenothiazine with a benzene ring derivative, and then oxidation is carried out to obtain the target product. The solid powder of the compounds all have room temperature phosphorescence phenomenon, and have a longest life up to 398ms, thus being applicable as anti-counterfeit materials. And the preparation method provided by the invention has the advantages of mild reaction conditions and high yield.
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Paragraph 0037; 0038
(2019/01/24)
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- Transition-Metal-Free N-Arylation of Amines by Triarylsulfonium Triflates
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A simple and efficient method for transition-metal-free N-arylation of various amines by triarylsulfonium triflates is described. Both aliphatic and aromatic amines were smoothly converted at 80 °C in the presence of tBuOK or KOH to give the corresponding mono N-arylated products in good to high yields. The molar ratios of the reactants and the choice of bases had a big effect on the reaction. When a large excess of [Ph3S][OTf] and tBuOK were employed for primary amines under the standard conditions, the bis(N-phenyl) products were predominantly formed. This method was also applicable to the synthesis of bioactive N-phenyl amino acid derivatives. The control experiments, the deuterium labelling study, and the presence of regioisomers of N-arylated products when using 4-substituted triarylsulfonium triflates suggested that the reaction might proceed through an aryne intermediate. The present protocol demonstrated that triarylsulfonium salts are versatile arylation reagents in the construction of CAr?N bonds.
- Tian, Ze-Yu,Ming, Xiao-Xia,Teng, Han-Bing,Hu, Yu-Tian,Zhang, Cheng-Pan
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supporting information
p. 13744 - 13748
(2018/09/14)
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- Simultaneous Preparation of Multiple Polymer Brushes under Ambient Conditions using Microliter Volumes
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The fabrication of well-defined, multifunctional polymer brushes under ambient conditions is described. This facile method uses light-mediated, metal-free atom-transfer radical polymerization (ATRP) to grow polymer brushes with only microliter volumes req
- Narupai, Benjaporn,Page, Zachariah A.,Treat, Nicolas J.,McGrath, Alaina J.,Pester, Christian W.,Discekici, Emre H.,Dolinski, Neil D.,Meyers, Gregory F.,Read de Alaniz, Javier,Hawker, Craig J.
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supporting information
p. 13433 - 13438
(2018/09/25)
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- Catalytic Defluoroalkylation of Trifluoromethylaromatics with Unactivated Alkenes
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We describe a new catalytic approach to selective functionalization of the strong C-F bonds in trifluoromethylaromatic (Ar-CF3) systems. In this approach, single electron reduction of Ar-CF3 substrates (using a photoredox catalyst) r
- Wang, Hengbin,Jui, Nathan T.
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supporting information
p. 163 - 166
(2018/01/17)
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- Organic micromolecule material based on 2,6-dimethyl-4-cyanophenyl receptor unit, preparation and application
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The invention belongs to the technical field of organic photoelectric materials, and discloses an organic micromolecule material based on a 2,6-dimethyl-4-cyanophenyl receptor unit, preparation and application. The organic micromolecule material has a structural formula as shown in formula (I), and Ar in the formula shows a phenyl aromatic amine heterocycle or phenyl aromatic amine donor unit. Thematerial has a weak intramolecular charge transfer state, and thus, fluorescence emission of a zone from dark blue to ultraviolet can be realized. Meanwhile, because the molecules have quite short effective conjugated length, the material has high triplet state energy level. In the application of an organic electroluminescent device, the problem of unbalanced charge carriers of a unipolar organicphotoelectric material can be solved effectively, therefore, the structure of the device is simplified, and the performance of the device is improved.
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Paragraph 0028; 0030; 0031; 0060; 0062; 0063; 0064
(2018/10/19)
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- Stereoelectronic control of oxidation potentials of 3,7-bis(diarylamino)phenothiazines
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The influence of diarylamino (Ar2N-) substituents on the oxidation potential of 3,7-bis(diarylamino)phenothiazines (Ar2N)2-PTZ (1a-f, a: carbazolyl; b: dihydrodibenzoazepinyl; c: dibenzoazepinyl; d: diphenylamino; e: phenothiazinyl; and f: phenoxazinyl) is investigated, where the Ar2N-substituent sequence a→f is aligned in the increasing order of their electron-donating ability. Interestingly, a different sequence of electron-donating ability for Ar2N-substituents was observed for the oxidation potentials of (Ar2N)2-PTZ: 1a (Eox1 = +0.35 V vs. Fc/Fc+) > 1f (+0.30 V) > 1e (+0.15 V) > 1d (-0.05 V) > 1c (-0.19 V) > 1b (-0.22 V). The observed sequence can be explained by the stereoelectronic effect of the Ar2N-substituents to stabilize (Ar2N)2-PTZ+. Clear-cut examples are observed in the crystal structure of 1c+ and 1e+, for which coplanar conformation is observed between the PTZ+-plane and the planes of the sp2-hybridized nitrogen atoms in Ar2N-substituents through a large conformational change during the oxidation process of (Ar2N)2-PTZ.
- Karimata, Ayumu,Suzuki, Shuichi,Kozaki, Masatoshi,Okada, Keiji
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p. 56144 - 56152
(2017/12/26)
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- Highly reusable support-free copper(II) complex of para-hydroxy-substituted salen: Novel, efficient and versatile catalyst for C─N bond forming reactions
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An air-stable, highly active and versatile method for C─N bond forming reactions is reported. Under mild conditions using a highly reusable support-free Cu(II)–salen complex, structurally diverse N-aryl-substituted compounds were obtained via direct C─N bond forming reaction of HN-heterocycles with aryl iodides or three-component C─N bond forming reaction of 2-bromobenzaldehyde, aniline derivatives and sodium azide in good to excellent yields. C─N bond forming reaction for benzimidazole derivatives was also performed in the presence of the catalyst under ambient conditions. A series of hybrid benzimidazoles bearing morpholine, tetrazole and quinoxaline backbones were produced using this method. All reactions were performed in short times under air. The Cu(II) catalyst could be reused up to eight times in the direct cross-coupling reaction of 9H–carbazole with iodobenzene without any decrease in its catalytic activity.
- Sharghi, Hashem,Aberi, Mahdi,Shiri, Pezhman
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- Pd-Catalyzed double N-arylation of primary amines to synthesize phenoxazines and phenothiazines
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An efficient and versatile Pd-catalyzed tandem C-N bond formation between aryl halides and primary amines is developed. The transformation allows a one-pot synthesis of phenoxazine and phenothiazine derivatives with a broad range of substitution patterns from readily available precursors.
- Zhang, Lu,Huang, Xin,Zhen, Shan,Zhao, Jing,Li, Heng,Yuan, Bingxin,Yang, Guanyu
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p. 6306 - 6309
(2017/08/10)
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- A phenoxazine compound or a phenothiazine compound synthesis method (by machine translation)
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The present invention discloses a series of novel OLEDs (phenothiazine) compound and its new synthetic method in under the nitrogen atmosphere, will be double-halide compound, primary amine, palladium compound, phosphine, alkali may be dissolved in the organic solvent, heating and stirring the reaction, extraction, drying, concentration, purification, to prepare a series of phenoxazine or phenothiazine compound. The invention involves the oxygen (sulfur) nitrogen compound synthesis technology field, in particular to a phenoxazine (phenothiazine) the preparation method of compound. The invention through palladium-catalyzed double-halide compound with the primary amine N-position and double-aromatise synthetic OLEDs (phenothiazine) compound, simple synthesis steps, mild reaction conditions, operation is simple and easy, the product yield as high as 99%, but also the applicable substrate a wide range, for the OLEDs (phenothiazine) compound synthesis provides a new train of thought, in the organic synthesis methodologically has great significance. (by machine translation)
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Paragraph 0043; 0044; 0045; 0046
(2017/07/21)
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- A phenothiazine dioxide derivatives of the preparation and use thereof
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The invention relates to a phenothiazine dioxide derivative and application thereof, belonging to the field of organic photoelectric materials. Phenothiazine is used as a parent body, and -SO2- is introduced to a molecular system, so that the favorable el
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Paragraph 0052; 0053; 0054
(2017/04/12)
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- Mechanism of Photoinduced Metal-Free Atom Transfer Radical Polymerization: Experimental and Computational Studies
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Photoinduced metal-free atom transfer radical polymerization (ATRP) of methyl methacrylate was investigated using several phenothiazine derivatives and other related compounds as photoredox catalysts. The experiments show that all selected catalysts can b
- Pan, Xiangcheng,Fang, Cheng,Fantin, Marco,Malhotra, Nikhil,So, Woong Young,Peteanu, Linda A.,Isse, Abdirisak A.,Gennaro, Armando,Liu, Peng,Matyjaszewski, Krzysztof
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supporting information
p. 2411 - 2425
(2016/03/05)
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- COMPOUND FOR ORGANIC OPTOELECTRONIC DEVICE, ORGANIC LIGHT EMITTING DIODE INCLUDING THE SAME AND DISPLAY INCLUDING THE ORGANIC LIGHT EMITTING DIODE
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Compound for organic optoelectronic devices, including organic luminous person element and same said device relates to display including organic light emitting device, an organic optoelectronic device represented by formula 1 a provided is a compound for the, excellent electrochemical and thermal stability and and excellent life characteristics, low, even under a low drive voltage optoelectronic devices additive is soluble in the organic monomer a high luminous efficiency can be produced. [Formula 1] Specification the present definition of said formula 1 is described.
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Paragraph 0792-0795
(2016/10/10)
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- Compound For Organic Optoelectronic Device, Organic Light Emitting Diode Including The Same and Display Including The Organic Light Emitting Diode
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Compound for organic optoelectronic devices, including organic luminous person element and same said device relates to display including organic light emitting device, an organic optoelectronic device represented by formula 1 a provided is a compound for the, excellent electrochemical and thermal stability and and excellent life characteristics, low, even under a low drive voltage optoelectronic devices additive is soluble in the organic monomer a high luminous efficiency can be produced. [Formula 1] Specification the present definition of said formula 1 is described.
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Paragraph 0799-0803
(2016/11/24)
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- Synthesis and bio-evaluation of phenothiazine derivatives as new anti-tuberculosis agents
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Abstract Two series of phenothiazine derivatives were designed and synthesized. All compounds were tested for anti-tuberculosis activities against Mycobacterium tuberculosis H37RV. In comparison with mother compound of chlorpromazine, compound 6e shows promising anti-tuberculosis activity and much less mammalian cell cytotoxicity, compound 6e merits to be further explored as new anti-tuberculosis agents.
- He, Chun-Xian,Meng, Hui,Zhang, Xiang,Cui, Hua-Qing,Yin, Da-Li
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supporting information
p. 951 - 954
(2015/08/18)
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- 2-Phenyl-2-(4-phenyl-1 H-1,2,3-triazol-1-yl)ethanol as an efficient and versatile auxiliary ligand in copper(II)-catalyzed Buchwald-Hartwig and Sharpless-Meldal C-N bond-forming reactions
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A highly active, air-stable, and versatile procedure for Buchwald-Hartwig and Sharpless-Meldal C-N bond formation is reported. Under nearly solvent-free conditions using copper(II) acetate and 2-phenyl-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethanol, a variety of N-heterocycles and various cyclic and noncyclic secondary amines were arylated to form N-aryl compounds in moderate to excellent yields. This methodology also provides rapid access to diverse 1,4-disubstituted 1,2,3-triazoles in good to excellent yields. All reactions are performed in short times under air.
- Sharghi, Hashem,Shiri, Pezhman
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p. 1131 - 1146
(2015/04/14)
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- A highly reducing metal-free photoredox catalyst: Design and application in radical dehalogenations
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Here we report the use of 10-phenylphenothiazine (PTH) as an inexpensive, highly reducing metal-free photocatalyst for the reduction of carbon-halogen bonds via the trapping of carbon-centered radical intermediates with a mild hydrogen atom donor. Dehalogenations were carried out on various substrates with excellent yields at room temperature in the presence of air.
- Discekici, Emre H.,Treat, Nicolas J.,Poelma, Saemi O.,Mattson, Kaila M.,Hudson, Zachary M.,Luo, Yingdong,Hawker, Craig J.,De Alaniz, Javier Read
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supporting information
p. 11705 - 11708
(2015/07/15)
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- Electroluminescence characteristics of a new green-emitting phenylphenothiazine derivative with phenylbenzimidazole substituent
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A new green-emitting material with donor-acceptor architecture, 3,7-bis(1'-phenylbenzimidazole-2'-yl)-10- phenylphenothiazine (BBPP) was synthesized and its thermal, optical, and electroluminescent characteristics were investigated. Organic light-emitting
- Ahn, Yeonseon,Jang, Da Eun,Cha, Yong-Bum,Kim, Mansu,Ahn, Kwang-Hyun,Kim, Young Chul
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p. 107 - 111
(2013/08/24)
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- 4H-Dithieno[2,3-b:3′,2′-e][1,4]thiazines - Synthesis and electronic properties of a novel class of electron rich redox systems
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Quantum chemical screening reveals that 4H-dithieno[2,3-b:3′, 2′-e][1,4]thiazines possess the highest HOMO among four constitutional isomers, even 0.27 eV higher in energy than the well established 10H-phenothiazine. N-Substituted 4H-dithieno[2,3-b:3′,2′-
- Dostert, Catherine,Wanstrath, Claudia,Frank, Walter,Mueller, Thomas J. J.
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supporting information; experimental part
p. 7271 - 7273
(2012/08/13)
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- Phenothiazines, S-Oxides, And S,S-Dioxides As Well As Phenoxazines As Emitters For Oleds
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The use of phenoxazine, phenothiazine, phenothiazine S-oxide or phenothiazine S,S-dioxide derivatives as emitter substances in organic light-emitting diodes, an organic light-emitting diode comprising a light-emitting layer, the light-emitting layer comprising at least one phenoxazine, phenothiazine, phenothiazine S-oxide or phenothiazine S,S-dioxide derivative as an emitter substance, and a light-emitting layer comprising or consisting of the aforementioned phenoxazine, phenothiazine-phenothiazine, phenothiazine S-oxide or phenothiazine S,S-dioxide derivative as an emitter substance, a hole- and exciton-blocking layer comprising or consisting of the aforementioned phenoxazine derivative, phenothiazine derivative, phenothiazine S-oxide derivative or phenothiazine S,S-dioxide derivative, and a device which comprises an inventive organic light-emitting diode. The present invention further relates to specific phenothiazine S,S-dioxide derivatives, phenothiazine S-oxide derivatives and phenothiazine derivatives and production processes thereof, and to their use in organic light-emitting diodes.
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- Palladium-catalyzed three-component approach to promazine with formation of one carbon-sulfur and two carbon-nitrogen bonds
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(Chemical Presented) Zip it up! The use of a Pd/dppf catalyst gives access to the tricyclic phenothiazine scaffold starting from 1-bromo-2-iodobenzenes, aliphatic or aromatic amines, and 2-bromothiophenols in a single reaction flask (see scheme; dppf=1,1′-bis(diphenylphosphanyl) ferrocene; dba=dibenzylidineacetone). This transformation involves thioether formation and subsequent intermolecular and intramolecular aryl amination reactions. The reaction occurs in good overall yield and selectivity.
- Dahl, Troels,Tornoe, Christian W.,Bang-Andersen, Benny,Nielsen, Poul,Jorgensen, Morten
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supporting information; scheme or table
p. 1726 - 1728
(2009/02/06)
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- Organophotoreceptor with charge transport material with a hydrazone group linked to a heterocyclic group
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Improved organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising: (a) a charge transport material having the formula where n is an in
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- Donor-Acceptor (Electronic) Coupling in the Precursor Complex to Organic Electron Transfer: Intermolecular and Intramolecular Self-Exchange between Phenothiazine Redox Centers
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Intermolecular electron transfer (ET) between the free phenothiazine donor (PH) and its cation radical (PH.+) proceeds via the [1:1] precursor complex (PH)2.+ which is transiently observed for the first time by its diagnostic (charge-resonance) absorption band in the near-IR region. Similar intervalence (optical) transitions are also observed in mixed-valence cation radicals with the generic representation: P(br)P .+, in which two phenothiazine redox centers are interlinked by p-phenylene, o-xylylene, and o-phenylene (br) bridges. Mulliken-Hush analysis of the intervalence (charge-resonance) bands afford reliable values of the electronic coupling element HIV based on the separation parameters for (P/P.+) centers estimated from some X-ray structures of the intermolecular (PH)2.+ and the intramolecular P(br)P .+ systems. The values of HIV, together with the reorganization energies λ derived from the intervalence transitions, yield activation barriers ΔGET? and first-order rate constants kET for electron-transfer based on the Marcus-Hush (two-state) formalism. Such theoretically based values of the intrinsic barrier and ET rate constants agree with the experimental activation barrier (E a) and the self-exchange rate constant (kSE) independently determined by ESR line broadening measurements. This convergence validates the use of the two-state model to adequately evaluate the critical electronic coupling elements between (P/P.+) redox centers in both (a) intermolecular ET via the precursor complex and (b) intramolecular ET within bridged mixed-valence cation radicals. Important to intermolecular ET mechanism is the intervention of the strongly coupled precursor complex since it leads to electron-transfer rates of self-exchange that are 2 orders of magnitude faster (and activation barrier that is substantially lower) than otherwise predicted solely on the basis of Marcus reorganization energy.
- Sun, Duoli,Rosokha, Sergiy V.,Kochi, Jay K.
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p. 1388 - 1401
(2007/10/03)
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- Nature of the lowest triplet states of 4'-substituted N-phenylphenothiazine derivatives
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The nature of the lowest triplet state of the donor-acceptor N-phenylphenothiazine derivatives has been studied by means of phosphorescence and EPR spectroscopy in various low temperature glasses. The triplet excitation of N-phenylphenothiazine and N-(p-a
- Borowicz,Herbich,Kapturkiewicz,Anulewicz-Ostrowska,Nowacki,Grampp
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p. 4275 - 4280
(2007/10/03)
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