- Deep-blue thermally activated delayed fluorescence emitters containing diphenyl sulfone group for organic light emitting diodes
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Novel blue thermally activated delayed fluorescence (TADF) emitters, D1-DPS and D2-DPS, were designed and synthesized. Diphenyl sulfone (DPS) group functioned as a common acceptor, and it combined with each of two different spiro-acridine groups, D1 and D2. The calculated energy differences (ΔEST) of the singlet and triplet excited states of D1-DPS (0.062 eV) and D2-DPS (0.128 eV) had sufficiently small AEST values, which is favorable in the thermally activated reverse intersystem crossing (RISC) process from the T1 state to the S1 state. A device doped 10 wt% of D2-DPS with ADN host material, obtained 5.05% of external quantum efficiency with deep-blue emission having CIExy coordinates of (0.152, 0.065). The results showed that these molecules are promising host-free TADF deep-blue emitters by inhibiting concentration quenching.
- Lee, In Hye,Kim, Ki Ju,Kim, Young Kwan,Kim, Young Sik,Shin, Dong Myung
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Read Online
- A high-efficiency hybrid white organic light-emitting diode enabled by a new blue fluorophor
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A new efficient blue fluorophor 4-(4-diphenylaminophenyl)diphenylsulfone (SOTPA), with high triplet energy and balanced charge-transporting properties, has been designed and synthesized, and showed impressive performance both as blue emitter and as a host for phosphors. A green phosphorescent device containing SOTPA as host showed a maximum external quantum efficiency (EQE) as high as 19.2%, suggesting almost complete triplet harvesting from the blue fluorophor by the green phosphor. Single-emitting layer (EML) F-P hybrid white organic light-emitting devices (WOLEDs) based on SOTPA also gave outstanding electroluminescence performance, with a low turn-on voltage of 2.7 V and maximum EQE and power efficiency (PE) of 15.4% and 40.2 lm W-1, respectively. Even at a practical brightness of 1000 cd m-2 the PE still remained as high as 24.1 lm W-1. This excellent performance represents the highest efficiency yet reported among single-EML F-P hybrid WOLEDs.
- Chen, Zhan,Liu, Xiao-Ke,Zheng, Cai-Jun,Ye, Jun,Li, Xin-Yang,Li, Fan,Ou, Xue-Mei,Zhang, Xiao-Hong
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Read Online
- Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation
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A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is
- Liu, Kai-Jian,Wang, Zheng,Lu, Ling-Hui,Chen, Jin-Yang,Zeng, Fei,Lin, Ying-Wu,Cao, Zhong,Yu, Xianyong,He, Wei-Min
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supporting information
p. 496 - 500
(2021/01/28)
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- Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides
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The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.
- Lee, Sunwoo,Park, Jin Kyu
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p. 13790 - 13799
(2021/10/12)
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- Spiroconjugated Tetraaminospirenes as Donors in Color-Tunable Charge-Transfer Emitters with Donor-Acceptor Structure
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Charge-transfer emitters are attractive due to their color tunability and potentially high photoluminescence quantum yields (PLQYs). We herein present tetraaminospirenes as donor moieties, which, in combination with a variety of acceptors, furnished 12 charge-transfer emitters with a range of emission colors and PLQYs of up to 99 %. The spatial separation of their frontier molecular orbitals was obtained through careful structural design, and two DA structures were confirmed by X-ray crystallography. A range of photophysical measurements supported by DFT calculations shed light on the optoelectronic properties of this new family of spiro-NN-donor-acceptor dyes.
- Adachi, Chihaya,Adler, Florin,Chan, Chin-Yiu,Esser, Birgit,Grenz, David C.,Hermann, Mathias,Rose, Daniel,W?ssner, Jan S.,Wilbuer, Jennifer
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supporting information
(2021/12/22)
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- Visible-light-driven electron donor-acceptor complex induced sulfonylation of diazonium salts with sulfinates
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This work reports an efficient sulfonylation reaction enabled by a visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor-acceptor (EDA) complex. This transformation is characterized by an easy operational procedure under mild conditions which avoids transition metals, ligands, catalysts, and oxidants.
- Cheng, Lan,Guo, Jianbo,Li, Yufei,Liang, Xin,Wang, Qingmin,Xia, Qing,Zhang, Pei,Zhang, Weihua
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p. 8865 - 8870
(2021/11/30)
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- Sulfonylation of Bismuth Reagents with Sulfinates or SO2through BiIII/BiV Intermediates
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Studies to explore the catalytic activities of main-group elements are attractive. We report here our study of sulfonylation of bismuth reagents with sulfinates or SO2 surrogates. Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diaryl sulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfur dioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diaryl sulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)-Bi(V) manifold.
- Zhao, Fengqian,Wu, Xiao-Feng
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supporting information
p. 2400 - 2404
(2021/07/28)
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- Method for synthesizing diaryl sulfone compound by photocatalytic oxidation of diaryl sulfide
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The invention discloses a method for synthesizing a diaryl sulfone compound by photocatalytic oxidation of diaryl sulfide, which comprises the following steps: in an oxygen-containing atmosphere and under the condition of 370-375nm ultraviolet irradiation, carrying out one-pot reaction on the diaryl sulfide compound and sodium difluoromethanesulfinate in a dioxane solution system to generate the diaryl sulfone compound. The method has the advantages of mild conditions, simple operation, environmental protection, easily available raw materials, excellent compatibility of substrate functional groups, high reaction yield and the like.
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Paragraph 0037-0061
(2021/02/20)
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- Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: Synthesis of diarylsulfides
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A NiCl2/2,2′-bipyridine-catalyzed cross-coupling of thiophenols with arylboronic acids has been developed for the synthesis of symmetric and unsymmetric diarylsulfides at room temperature and in air. This methodology is reliable and offers a mild and easy to operate process for the synthesis of arylthioethers, which are essential compounds with applications in the pharmaceutical and agricultural industries. This method avoids the use of expensive transition metals, such as Pd, Ir or Rh, sophisticated ligands and elevated temperatures. It also has a wide substrate scope (55 examples) and provides products in good to excellent yields (72-93%).
- Bhowmik, Amit,Fernandes, Rodney A.,Yadav, Mahesh
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p. 2447 - 2458
(2020/04/15)
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- An effective thermally activated delayed fluorescence host material for highly efficient blue phosphorescent organic light-emitting diodes with low doping concentration
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A thermally activated delayed fluorescence (TADF) material BCz-2SO has been designed and synthesized as host for blue phosphorescent organic light-emitting diodes (OLEDs). Photophysical studies and theoretical calculations show that the molecule has a small singlet-triplet energy gap (ΔEST) of 0.345 eV, which is beneficial to the reverse energy transferring between the singlet and triplet state. Thanks to the TADF property, the triplet energy can be transmitted to the singlet state through reverse intersystem crossing (RISC), and then transmitted to the guest through the Fo?rster energy transfer (FET) to achieve 100% utilization of energy. Thus, the triplet–triplet annihilation (TTA) of the blue phosphor can be avoided by the extremely low doping concentration of 1%. By using BCz-2SO as the host of FIrpic, the solution-processed blue phosphorescent device achieves the maximum current efficiency (CE), power efficiency (PE), external quantum efficiency (EQE) and highest brightness of 16.38 cd A?1, 9.04 lm W?1, 7.8% and 16,537 cd m-2, respectively. It demonstrates that one can employ the solution-processed method to prepare the high performance phosphorescent OLEDs using the TADF host material we have developed.
- Liu, Yan,Pan, Jie,Chen, Feng,Gao, Kun,Zhu, Aiyun,Wang, Ruoxian,Yue, Xuan,Ban, Xinxin
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- Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions
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The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.
- Liu, Kai-Jian,Deng, Ji-Hui,Yang, Jie,Gong, Shao-Feng,Lin, Ying-Wu,He, Jun-Yi,Cao, Zhong,He, Wei-Min
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supporting information
p. 433 - 438
(2020/02/13)
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- Oxidation of aromatic sulfides with molecular oxygen: Controllable synthesis of sulfoxides or sulfones
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The recent development of selective oxidation of aromatic sulfides with molecular oxygen was highlighted. The sulfoxides and sulfones could be obtained by simply switching the reaction media, i.e., bis(2-butoxyethyl)ether (BBE) or poly(ethylene glycol)dimethyl ether (PEGDME). The application of the high-boiling-point polyether as an initiator and green media can eliminate the need of large quantities of additives and volatile solvents. This strategy represents an economic and eco-friendly method that could find potential applications.
- Tang, Lili,Du, Kejie,Yu, Bing,He, Liangnian
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p. 2991 - 2992
(2020/03/24)
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- Switchable Synthesis of Aryl Sulfones and Sulfoxides through Solvent-Promoted Oxidation of Sulfides with O2/Air
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A practical and switchable method for the synthesis of aryl sulfones and sulfoxides via sulfide oxidation was developed. The chemoselectivities of products were simply controlled by reaction temperature using O2/air as the terminal oxidant and oxygen source. The broad substrate scope, easy realization of gram-scale production, and the simplification of a sulfide oxidation system render the strategy attractive and valuable.
- Cheng, Zhen,Sun, Pengchao,Tang, Ailing,Jin, Weiwei,Liu, Chenjiang
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p. 8925 - 8929
(2019/11/14)
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- Method for photocatalytic synthesis of sulfur sulfone compounds
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The invention discloses a method for photocatalytic synthesis of sulfur sulfone compounds, and belongs to the technical field of catalysis. The invention provides a novel green environmentally-friendly method to efficiently synthesize the sulfur sulfone derivatives, and one thioether compound and an oxidizing agent are subjected to direct oxidization to form one corresponding sulfur sulfone compound under illumination by utilizing cercosporin as a catalyst. The method provided by the invention adopts the cercosporin as the catalyst, the catalytic conditions are milder, the reaction can be performed at room temperature under visible light irradiation, the catalyst has high catalytic activity and can be used for high-selectivity catalytic synthesis of the sulfur sulfone compounds, and the micro catalyst can make a yield higher, wherein the yield can reach 90% or more; and the photocatalyst and substrate raw materials used in the method are simple and easy to obtain, have low costs and can be produced on a large scale, and the method has very good application prospects.
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Paragraph 0052-0053
(2019/05/15)
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- Synthesis method of diaryl sulfone compound (by machine translation)
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The invention discloses a synthesis method of a diaryl sulfone compound, wherein the, reaction equation of the series of N - diarylsulfone compounds is prepared by (NFSI) sulfonylating the aromatic hydrocarbon under the non-metal condition with the source of the, benzenesulfonyl group as the benzenesulfonyl group, and: the reaction equation is as follows. STR3, #, STR2, #, STR2, #, #, #, # STR2. # STR2# STR2# STR2, , STR2 STR2 STR2 N - # (NFSI) STR2# STR2 STR2 STR2, #, # STR1 STR8# STR2 STR1 STR8. AlCl R3 , FeCl3 The other precious, and metals of, other metals such as the precious metals of, the other noble metals not cause the environment, to pollute, the environment and are suitable for the concise and high-efficiency synthesis of. the diarylsulfone compounds, and have good application prospects in the fields of organic synthesis, drug research and development and the like. (by machine translation)
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Paragraph 0007; 0017-0018; 0023-0025
(2019/12/31)
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- Organic monomolecular white light material, preparation method thereof and OLED device
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The invention provides an organic monomolecular white light material, a preparation method of the organic monomolecular white light material and an OLED device. The organic monomolecular white light material disclosed by the invention has room temperature phosphorescence emission properties in a solid state, and can capture triplet excitons to achieve high-efficiency light emission, and the organic monomolecular white light material also has higher thermal decomposition temperature and glass transition temperature, is simple in synthesis method and purification process, mild in reaction conditions and high in yield, and can regulate the thermal properties, luminous efficiency, white color purity and the like of a final product through connecting different aromatic fused ring groups or aromatic heterocyclic groups. The OLED device disclosed by the invention uses the organic monomolecular white light material as a light-emitting layer, and the light-emitting layer of the organic monomolecular white light material is high in brightness and good in stability, so that both the luminous efficiency and the service life of the OLED device can meet practical requirements.
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Paragraph 0065; 0066; 0067; 0068
(2018/08/04)
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- ORGANIC COMPOUND FOR ORGANIC EL DEVICE AND USING THE SAME
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wherein A is an electron acceptor moiety, B represents a fused ring hydrocarbon units with two or three rings; m, n, L, and X are the same definition as described in the present invention.
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Paragraph 0055; 0057; 0058
(2018/06/30)
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- Asymmetric tris-heteroleptic iridium(iii) complexes containing three different 2-phenylpyridine-type ligands: A new strategy for improving the electroluminescence ability of phosphorescent emitters
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A series of asymmetric tris-heteroleptic Ir(iii) phosphorescent complexes adopting both IrLL′L′′ (Ir3-1 and Ir3-2) and IrLL′(acac) (Ir2-1 and Ir2-2) chemical constitution have been successfully prepared, where L, L′ and L′′ represent different ppy-type (2-phenylpyridine) ligands. The IrLL′L′′ asymmetric tris-heteroleptic Ir(iii) phosphorescent complexes Ir3-1 and Ir3-2 bearing three different ppy-type ligands can show better thermal stability, higher ΦP and improved ability of trapping both holes and electrons than IrLL′(acac) asymmetric analogs Ir2-1 and Ir2-2. Thanks to these advantages, Ir3-1 and Ir3-2, especially Ir3-2, can show phenomenal EL performance with a maximum external quantum efficiency (ηext) of 26.2%, a maximum current efficiency (ηL) of 88.7 cd A-1 and a maximum power efficiency (ηP) of 75.3 lm W-1, much higher than the data achieved by not only IrLL′(acac) asymmetric analogs Ir2-1 and Ir2-2, but also the traditional Ir(L)3 symmetric counterparts. To the best of our knowledge, these data represent the highest EL efficiencies ever achieved by the asymmetric ppy-type Ir(iii) phosphorescent complexes reported in the literature. All these encouraging results not only indicate the great potential of the unique asymmetric IrLL′L′′ structures bearing three different ppy-type ligands in improving the EL ability of ppy-type Ir(iii) phosphorescent emitters, but also represent important progress in the design and synthesis of new asymmetric ppy-type Ir(iii) phosphorescent complexes with high EL ability.
- Dang, Wanping,Yang, Xiaolong,Feng, Zhao,Sun, Yuanhui,Zhong, Daokun,Zhou, Guijiang,Wu, Zhaoxin,Wong, Wai-Yeung
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supporting information
p. 9453 - 9464
(2018/09/25)
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- An efficient Cu-catalyzed microwave-assisted synthesis of diaryl sulfones
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An efficient and microwave-assisted simple protocol for the synthesis of symmetrical/asymmetrical diaryl sulfones through the Cu(II)-catalyzed reaction of sodium salt of sulfinic acid with aryl boronic acid has been described. Various diaryl sulfones have been synthesized in very short reaction times with moderate to very good yields. Additionally, the method is also useful for the synthesis of aryl vinyl sulfones.
- Nandi, Ganesh C.
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supporting information
p. 319 - 323
(2017/02/10)
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- Organic electroluminescence compound
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The invention discloses an organic electroluminescence compound of which the structure formula is shown in formula (I) shown in the specification, in the formula, R1 and R2 are independently selected from hydrogen atoms, chain alkyl or halogenated chain alkyl of C1-C20, substituted or unsubstituted cyclic alkyl of C3-C20, substituted or unsubstituted aryl of C6-C30, and substituted or unsubstituted heterocyclic aryl; Ar1 and Ar2 are independently selected from substituted or unsubstituted aryl of C6-C30, and substituted or unsubstituted heterocyclic aryl of C6-C30; L1, L2 and L3 are independently selected from substituted or unsubstituted arylidene of C6-C30. The compound can be used as an OLED doping material, and an OLED device made of the compound has good fluorescence quantum efficiency, carrier balance transmission properties and thermal stability, is long in service life and has good prospects of application in the AMOLED industry.
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Paragraph 0047; 0048; 0049
(2017/11/04)
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- Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling
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Using a simple copper(i) catalyst has allowed a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction to be developed. The process provides a single step route to diaryl sulfones from the direct combination of aryl boronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide is delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulting in the formation of a presumed Cu-sulfinate intermediate. These sulfinates could be trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, β-hydroxyl sulfones, sulfonamides and sulfonyl fluorides.
- Chen, Yiding,Willis, Michael C.
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p. 3249 - 3253
(2017/04/04)
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- Efficient synthesis of aliphatic sulfones by Mg mediated coupling reactions of sulfonyl chlorides and aliphatic halides
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Sulfonyl chlorides were reduced to anhydrous sulfinate salts with magnesium under sonication. These sulfinates were alkylated to sulfones with alkyl chlorides in the presence of catalytic sodium iodide under sonication. A variety of aliphatic sulfones was efficiently prepared by this one-pot two-step procedure.
- Fu, Ying,Xu, Qin-Shan,Li, Quan-Zhou,Du, Zhengyin,Wang, Ke-Hu,Huang, Danfeng,Hu, Yulai
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supporting information
p. 2841 - 2845
(2017/04/03)
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- The highly selective metal-free oxidation of sulfides, tellurides and phosphines using sodium bromate in the presence of recyclable ionic liquid [bmim]HSO4, at 80°C
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The metal-free oxidation of sulfides to sulfones using sodium bromate (NaBrO3) in [bmim]HSO4:H2O (3:1, v/v) at 80°C is reported. Phenylalkyl, phenylbenzyl, diaryl and heteroaryl sulfides were transformed to the corresponding sulfones. Aryl tellurides and phosphines were oxidised to the corresponding telluroxides and phosphine oxides. All the reactions proceeded smoothly and gave high yields in 20-55 min. The ionic liquid [bmim]HSO4 was easily recovered and recycled.
- Rajeswari,Lumb, Anshika,Khurana, Jitender M.
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p. 442 - 444
(2016/07/21)
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- Optimized trade-offs between triplet emission and transparency in Pt(II) acetylides through phenylsulfonyl units for achieving good optical power limiting performance
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Three Pt(ii) acetylides have been prepared by coupling trans-[PtCl2(PBu3)2] to ethynyl aromatic ligands with electron-withdrawing phenylsulfonyl units in high yields (>85%). The investigation of their photophysical behavior has shown that the unique conjugation-breaking configuration of the -SO2- linker in the phenylsulfonyl units can afford a very short cut-off wavelength (λcut-off) of P) of the prepared Pt(ii) acetylides can be effectively enhanced from 0.52% to 15.92% through increasing the number of fluorine substituents on the phenylsulfonyl units in the organic ligands. Benefiting from their enhanced ΦP, the phenylsulfonyl-based Pt(ii) acetylides can exhibit comparable or even better optical power limiting (OPL) performance against 532 nm lasers than the state-of-the-art OPL material C60, indicating their great potential in the field of laser protection. All of these results have provided a new strategy to achieve consistency between high OPL ability and good transparency for OPL materials, representing a valuable attempt for coping with key problems in the field of nonlinear optics.
- An, Miao,Yan, Xiaogang,Tian, Zhuanzhuan,Zhao, Jiang,Liu, Boao,Dang, Feifan,Yang, Xiaolong,Wu, Yong,Zhou, Guijiang,Ren, Yixia,Gao, Loujun
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supporting information
p. 5626 - 5633
(2016/07/06)
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- Asymmetric diaryl sulfone compound and its preparation method
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The invention relates to an asymmetric diaryl sulfone compound and a preparation method thereof, and discloses diaryl sulfone into which aryl fluoborate catalyzed by cuprous chloride participates at room temperature, and a preparation method thereof. Available nontoxic aryl sulfinic acid sodium is selected as a substrate, and a low-cost reaction system is selected to develop coupling reaction of aryl sulfinic acid sodium and aryl potassium fluoborate catalyzed by cuprous chloride, so as to synthesize asymmetric diaryl sulfone. The diaryl sulfone synthesis method is economic and effective, mild in condition, short in reaction time, high in reaction yield and low in cost, and has good practicability and economic value.
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Paragraph 0039-0041
(2017/04/27)
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- Synthesis of diaryl sulfones at room temperature: Cu-catalyzed cross-coupling of arylsulfonyl chlorides with arylboronic acids
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An efficient and convenient method for the synthesis of diaryl sulfones was developed through the Cu-catalyzed cross-couplings of arylsulfonyl chlorides and arylboronic acids at room temperature in open air. This method is characterized by the use of inexpensive and readily available catalyst and substrates, mild reaction conditions, wide functionality tolerance, short reaction times for most substrates, and moderate to good yields. Stitch it up with copper: An efficient and convenient method for the synthesis of diaryl sulfones was developed through the Cu-catalyzed cross- couplings of arylsulfonyl chlorides and arylboronic acids at room temperature in open air.
- Hu, Feng,Lei, Xiangyang
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p. 1539 - 1542
(2015/05/27)
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- Condensed-cyclic compound and organic light emitting device comprising the same
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Disclosed are a condensed-ring compound and an organic light emitting device comprising the same. The condensed-ring compound is represented by the chemical formula 1-2 or 1-3. The organic light emitting device comprising the condensed-ring compound can have a low driving voltage, high efficiency, high brightness, and long lifespan.COPYRIGHT KIPO 2016
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Paragraph 0496; 0497; 0501; 0502
(2016/10/07)
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- The synthesis of diarylsulfones with simple arenes and K2S2O8 through double C-S bond formation
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An unprecedented double C-S bond formation method has been developed to prepare both symmetric and unsymmetric diarylsulfones with simple arenes in a single step. This represents the first example that K2S2O8 can be employed as a highly effective sulfonating agent to synthesize diarylsulfones. The reaction demonstrates excellent reactivity, good functional group tolerance and high yields.
- Yang, Yiqing,Chen, Zhang,Rao, Yu
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supporting information
p. 15037 - 15040
(2014/12/11)
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- Thermally activated delayed fluorescence materials based on 3,6-di-tert-butyl-9-((phenylsulfonyl)phenyl)-9H-carbazoles
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A series of bipolar materials for thermally activated delayed fluorescence based on 3,6-di-tert-butyl-9-((phenylsulfonyl)phenyl)-9H-carbazoles, is synthesized by Ulmann coupling reactions. In these materials, the 3,6-di-tert-butylcarbazole group is linked at the 3-, 4- position or 3′-, 4′- position of diphenyl sulfone. The effects of the conjugation connectivity on the electronic, photophysical and electrochemical properties of these materials, are studied by extensive UV-vis, fluorescence spectroscopic measurements, cyclic voltammetry and theoretical calculations as well as X-ray crystallographic analysis. The energy gap between singlet and triplet in these materials is tuned from 0.39 eV to 0.22 eV by manipulation of conjugation of the electron donor units.
- Huang, Bin,Qi, Qi,Jiang, Wei,Tang, Jinan,Liu, Yuanyuan,Fan, Wenjuan,Yin, Zhihui,Shi, Fachen,Ban, Xinxin,Xu, Huange,Sun, Yueming
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p. 135 - 144
(2014/07/21)
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- CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides
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In this study, a facile CuI catalyzed synthesis of sulfones involving a nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides is realized. This reaction proceeds efficiently at room temperature, giving rise to various functional group substituted sulfones, generally in moderate to high yields. The method provides a novel, simple, and promising strategy for functionalized sulfone synthesis in the research field of sulfur chemistry. the Partner Organisations 2014.
- Fu, Ying,Zhu, Wenbo,Zhao, Xingling,Huegel, Helmut,Wu, Zhouqiang,Su, Yuhu,Du, Zhengyin,Huang, Danfeng,Hu, Yulai
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supporting information
p. 4295 - 4299
(2014/06/23)
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- Diaryl sulfones synthesis with aryltrifluoroborates and aryl sulfinic salts under mild conditions
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CuI-catalysed cross-coupling reactions of various aryltrifluoroborates with aryl sulfinic salts have been achieved in good yields. A new efficient method is described for the conversion of potassium aryltrifluoroborates into diaryl sulfones. The reported reactions are tolerant to common functional groups regardless of whether they are electron-rich or electron-deficient, making this transformation an attractive alternative to traditional approaches.
- Zhang, Wei,Li, Ke,Zhao, Baoli
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p. 269 - 271
(2014/06/09)
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- A Metal-Free and Microwave-Assisted Efficient Synthesis of Diaryl Sulfones
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An efficient and general protocol for the synthesis of diaryl sulfones via the metal-free coupling of readily available diaryliodonium salts and arenesulfinates in PEG-400 under microwave irradiation has been developed. Utilizing this metal-free and eco-friendly protocol, we have prepared various diaryl sulfones in high yields and shorter reaction times under mild conditions. Furthermore, the coupling of diaryliodonium with arenesulfinate salts with and without copper iodide provides a convenient access to various diaryl sulfones with high selectivity. Georg Thieme Verlag Stuttgart · New York.
- Kumar, Dalip,Arun,Pilania, Meenakshi,Shekar, K.P. Chandra
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p. 831 - 836
(2013/06/05)
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- Metal-free synthesis of diaryl sulfones from arylsulfinic acid salts and diaryliodonium salts
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An efficient, high-yielding, and transition-metal-free synthesis of diaryl sulfones from arylsulfinic acid salts and diaryliodonium salts has been developed. The mild reaction conditions tolerate a range of functional groups, and unsymmetrical diaryliodonium salts show high chemoselectivity.
- Umierski, Natalie,Manolikakes, Georg
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supporting information
p. 188 - 191
(2013/03/28)
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- SULFONYL COMPOUNDS THAT INTERACT WITH GLUCOKINASE REGULATORY PROTEIN
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The present invention relates to sulfonyl compounds that interact with glucokinase regulatory protein. In addition, the present invention relates to methods of treating type 2 diabetes, and other diseases and/or conditions where glucokinase regulatory protein is involved using the compounds, or pharmaceutically acceptable salts thereof, and pharmaceutical compositions that contain the compounds, or pharmaceutically acceptable salts thereof.
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Page/Page column 191
(2013/08/28)
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- SULFONYLPIPERAZINE DERIVATIVES THAT INTERACT WITH GLUCOKINASE REGULATORY PROTEIN FOR THE TREATMENT OF DIABETES
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The present invention relates to compounds of Formula I, or pharmaceutically acceptable salts thereof, that interact with glucokinase regulatory protein. In addition, the present invention relates to methods of treating type 2 diabetes, and other diseases and/or conditions where glucokinase regulatory protein is involved using the compounds, or pharmaceutically acceptable salts thereof, and pharmaceutical compositions that contain the compounds, or pharmaceutically acceptable salts thereof.
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Page/Page column 125
(2012/03/26)
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- Aqueous sodium hypochlorite mediated chemoselective oxidation of chalcogenides to monoxides and dioxides by microwave exposure
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A solvent-free, rapid, and highly selective oxidation of sulfides, selenides, and tellurides (chalcogenides) to the corresponding monoxides (sulfoxides, selenoxides, and telluroxides) or the corresponding dioxides (sulfones, selenones, and tellurones) has been developed using aqueous sodium hypochlorite on solid supports by exposure to microwave. Chemoselectivity and quantitative yields have been attained in most cases.
- Khurana, Jitender,Nand, Bhaskara
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experimental part
p. 906 - 909
(2011/01/08)
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- Sulfonylation of aromatic compounds with sulfonic acids using silica gel-supported AlCl3 as a heterogeneous Lewis acid catalyst
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Silica gel-supported aluminum chloride (SiO2-AlCl3) has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The catalyst can be prepared easily with cheap starting materials and is stable (as a bench-top catalyst) and reusable.
- Parvanak Boroujeni, Kaveh
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experimental part
p. 197 - 203
(2010/11/05)
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- Polystyrene supported Al(OTf)3: A stable, efficient, selective, and reusable catalyst for sulfonylation of arenes with sulfonic acids
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Cross-linked polystyrene supported aluminium triflate (Ps-Al(OTf) 3) was found to be an efficient and chemoselective heterogeneous Lewis acid catalyst for the direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The solid acid catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency.
- Boroujeni, Kaveh Parvanak
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experimental part
p. 1887 - 1890
(2010/11/18)
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- Highly selective catalytic Friedel-Crafts sulfonylation of aromatic compounds using a FeCl3-based ionic liquid
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Friedel-Crafts sulfonylation of aromatic compounds was carried out using FeCl3-based ionic liquid. These liquids serve as efficient media as well as Lewis acid catalyst.
- Bahrami, Kiumars,Khodei, Mohammad Mehdi,Shahbazi, Fomeida
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p. 3931 - 3934
(2008/09/21)
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- Flow-vacuum pyrolysis of polycyclic compounds. 251. Pyrolysis of some 3-mercapto-5-substituted-1,2,4-triazoles
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The flow-vacuum pyrolysis (FVP) of the 3-mercapto-5-substituted-1,2,4- triazoles 5a-c, between 475°C - 750°C, at 2 mm Hg, in inert atmosphere (4mL/min argon flow rate) and quartz pyrolysis tube (60 cm length, 1 cm internal diameter, quartz chips filling 30 mm long) afforded a complex mixture with cyano-diphenyl-sulphones 12a-c and corresponding diphenylsulphones 13a-c as main products. The reaction products were identified by GC/MS. A radical mechanism is suggested in order to explain the formation of the main reaction products.
- Istrati, Daniela,Popescu, Angela,Mihaiescu, Dan,Saramet, Ioana,Bala?u, Mihaela C.
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experimental part
p. 497 - 503
(2009/05/11)
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- New phenylpyridylpiperazine compounds
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A compound selected from those of formula (I): [image] wherein: X represents a C(O) or SO2 group, R1 represents an aryl group or a group NR3R4 wherein R3 and R4 are as defined in the description, R2 represents an alkyl, (C3-C8)cycloalkyl or (C3-C8)cycloalkyl-(C1-C6)alkyl group, its isomers, and addition salts thereof, and medicinal products containing the same which are useful in treating conditions treatable by antagonists of type H3 central histamine receptors.
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Page/Page column 7
(2008/06/13)
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- A practical and efficient method for the preparation of aromatic sulfones by the reaction of aryl sulfonyl chlorides with arenes catalysed by Fe(OH) 3
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Fe (OH)3 catalyses Friedel-Crafts sulfonylation of arenes with aryl sulfonyl chlorides to obtain the corresponding diaryl sulfones in good yields.
- Jin, Tongshou,Zhao, Ying,Ma, Yanran,Li, Tongshuang
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p. 2183 - 2185
(2007/10/03)
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- Direct sulfonylation of aromatic rings with aryl or alkyl sulfonic acid using supported P2O5/Al2O3
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Direct sulfonylation of aromatic rings with aryl or alkyl sulfonic acid supported P2O5/Al2O3 (w/w 50%) under heterogeneous conditions in short reaction time and high yields. Copyright Taylor & Francis Inc.
- Hajipour, Abdol R.,Zarei, Amin,Khazdooz, Leila,Pourmousavi, Seied A.,Mirjalili, Bi Bi F.,Ruoho
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p. 2029 - 2034
(2007/10/03)
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- An efficient and convenient method for the synthesis of aromatic sulfones catalysed by ZrO2/S2O82- solid superacid
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A manipulatively simple and rapid procedure for the synthesis of diaryl sulfones from arylsulfonyl chlorides with aromatic compounds is described; the reaction is conducted under Friedel-Crafts conditions in the absence of solvent using ZrO2/S2O82- as catalyst in 78-93% yields.
- Jin, Tongshou,Yang, Mina,Feng, Guoliang,Li, Tongshuang
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p. 721 - 723
(2007/10/03)
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- An efficient method for aromatic Friedel-Crafts alkylation, acylation, benzoylation, and sulfonylation reactions
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Aromatic electrophilic substitution reactions such as alkylation, acylation, benzoylation, and sulfonylation were studied in the presence of a catalytic amount of Cu(OTf)2 and Sn(OTf)2. Cu(OTf)2 was very efficient for alkylation, acylation, and benzoylation reactions. However, in case of sulfonylation reactions, Sn(OTf)2 gave better results.
- Singh, Ravi P,Kamble, Rajesh M,Chandra, Kusum L,Saravanan,Singh, Vinod K
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p. 241 - 247
(2007/10/03)
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- Acylation and related reactions under microwaves. 4. Sulfonylation reactions of aromatics
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Solvent-free sulfonylation of benzene and its activated or deactivated derivatives were carried out under microwave (MW) irradiation and a catalytic amount of iron(III) chloride, which, under these conditions, is more, active than other metallic salts. With more reactive and/or nonvolatile reagents (anisole, xylenes, mesitylene) expeditious conditions (short reaction time at constant MW power without control of the temperature) were used. With less reactive and/or low-boiling reagents (benzene, toluene, halobenzenes), the rise in temperature and the increase of reaction time were controlled either by sequential MW irradiation or by a temperature order. It was shown that MWs cause preferential interactions with polar species present in the reaction, especially the aryl sulfone and its FeCl3-complexed form. A MW nonthermal effect was not observed when identical temperature gradients were produced by classical heating and MW irradiation, and if reaction temperature was strictly controlled.
- Marquie,Laporterie,Dubac,Roques,Desmurs
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p. 421 - 425
(2007/10/03)
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- An efficient and novel method for the synthesis of aromatic sulfones under solvent - Free conditions
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A manipulative simple and rapid reaction of arensulfonyl chloride with aromatic hydrocarbons is described. The reaction is conducted under Friedel-Crafts conditions in the absences of solvent using aluminium chloride as catalysts.
- Hajipour,Mallakpour,Imanzadch
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p. 237 - 239
(2007/10/03)
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- Organic reactions under solid-state conditions
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Manipulatively simple and rapid methods are described for the synthesis of: chiral sulfinate esters from sulfonyl chlorides and sufonic acids; aldehydes and ketones from oximes, alcohols, hydrozones; sulfoxides from sulfides; and disulfides from thiols. The chemical yields are good to excellent and diastereoselectivity is high.
- Hajipour,Mallakpour
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p. 371 - 387
(2007/10/03)
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- SYNTHESIS OF CARBOMETHOXYDIPHENYL SULFONES. MASS AND PROTON-NMR SPECTRAL STUDIES
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Four carbomethoxydiphenyl sulfone compounds are formed in the reaction of 4,4'-dibromo (I) and 4,4'-diiododiphenyl sulfone (II) with n-butyllithium in tetrahydrofuran at -60 deg C.Their mass and proton-nuclear magnetic resonance spectra are discussed.
- Brinon, M.C.,Bertorello, M.M. de,Bertorello, H.E.,Luna, L.
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