3393-78-0Relevant academic research and scientific papers
Synthesis, aggregation-induced emission properties and mechanofluorochromic behavior of sulfur connected bis(tetraphenylethene) luminogens
Wu, Jiang,Yin, Jun,Chen, Sheng,Xiao, Hongyan,Yan, Bin,Yang, Qin
, (2021)
Three novel bis(tetraphenylethene) (BTPE) derivatives 1–3 were efficiently synthesized. All the materials exhibited aggregation-induced emission characteristics, and the dynamic light scattering measurments proved that the average diameter of the oxidised analogues 2 and 3 was less than that of the thioether precursor 1 due to the oxidation of the linking S-atom. Linking two tetraphenylethylenes via a sulfur atom with different oxidation states offered compounds which showed reversible mechanofluorochromic behavior. The crystal-to-amorphous phase conversion process was responsible for the mechanofluorochromism. Most notably, sulfone-based BTPE 3 presented polymorphism due to different packing modes, and the three observable morphologies could be interconverted.
Scalable electrochemical reduction of sulfoxides to sulfides
Kong, Zhenshuo,Pan, Chao,Li, Ming,Wen, Lirong,Guo, Weisi
supporting information, p. 2773 - 2777 (2021/04/21)
A scalable reduction of sulfoxides to sulfides in a sustainable way remains an unmet challenge. This report discloses an electrochemical reduction of sulfoxides on a large scale (>10 g) under mild reaction conditions. Sulfoxides are activated using a substoichiometric amount of the Lewis acid AlCl3, which could be regeneratedviaa combination of inexpensive aluminum anode with chloride anion. This deoxygenation process features a broad substrate scope, including acid-labile substrates and drug molecules.
Palladium-catalysed thioetherification of aryl and alkenyl iodides using 1,3,5-trithiane as sulfur source
Kollár, László,Pongrácz, Péter,Rajat Rao, Yalamarti Venkat,Zugó, Alexandra
, (2021/12/17)
Thioetherification reaction of aryl iodides catalysed by palladium(II) complexes in the presence of 1,3,5-trithiane as sulphur source is reported. The paper presents the first homogeneous catalytic application of 1,3,5-trithiane in synthesis. Detailed optimization steps, the frames of the novel reaction are described, as well as the limitations and the substrate scope are also demonstrated. Moderate to good thioether yields were achieved in the presence of various substituted iodobenzenes and some alkenyl iodides, using palladium-xantphos catalyst system. Competitive reactions in the presence of mixed substrates were also performed and mechanistic considerations were assumed.
Efficient hydrodeoxygenation of sulfoxides into sulfides under mild conditions using heterogeneous cobalt-molybdenum catalysts
Yao, Kaiyue,Yuan, Ziliang,Jin, Shiwei,Chi, Quan,Liu, Bing,Huang, Renjie,Zhang, Zehui
supporting information, p. 39 - 43 (2020/01/13)
Nitrogen-doped carbon-supported cobalt-molybdenum bimetallic catalysts (abbreviated as Co-Mo/NC) are active for the hydrodeoxygenation of sulfoxides to sulfides under mild conditions (25-80 °C and 10 bar H2), which represents the first example of the use of heterogeneous non-noble metal catalysts for this transformation. MoO3 with Lewis acid sites assists the hydrodeoxygenation of sulfoxides into sulfides by hydrogen over cobalt nanoparticles.
Bipolar fluorophores based on intramolecular charge-transfer moieties of sulfone for nondoped deep blue solution-processed organic light-emitting diodes
Cao, Liang,Zhang, Lei,Wei, Qiang,Zhang, Jiasen,Chen, Dongjun,Wang, Sheng,Su, Shi-jian,Wang, Tao,Ge, Ziyi
, (2020/02/11)
Dipolar emitters exhibited excellent performance in organic light-emitting diode (OLED). However, these molecules had intramolecular charge-transfer (ICT) properties, which posed challenge to obtain deep blue emission. In this study, three fluorophores were designed by introducing carbazole and diphenylamine as electron donors and sulfone as electron acceptor due to their mild charge-accepting properties and twisted angles. These materials appeared almost in vertical angles of the dihedral configuration, and exhibited high thermal and electrochemical stability, suitable for solution-processed OLED. The solution-processed non-doped devices based on these three emitters were realized, where two emissions within the standard deep blue emission range were achieved with the Commission International e de l'Eclairage (CIE) coordinates of (0.16, 0.12) and (0.16, 0.15).
Solid-State C-S Coupling in Nickel Organochalcogenide Frameworks as a Route to Hierarchical Structure Transfer to Binary Nanomaterials
Ananikov, Valentine P.,Degtyareva, Evgeniya S.,Galushko, Alexey S.,Kashin, Alexey S.
, (2020/08/12)
In this work, the transfer of the flexible and easily tunable hierarchical structure of nickel organochalcogenides to different binary Ni-based nanomaterials via selective coupling of organic units was developed. We suggested the use of substituted aryl groups in organosulfur ligands (SAr) as traceless structure-inducing units to prepare nanostructured materials. At the first step, it was shown that the slight variation of the type of SAr units and synthetic procedures allowed us to obtain nickel thiolates [Ni(SAr)2]n with diverse morphologies after a self-assembly process in solution. This feature opened the way for the synthesis of different nanomaterials from a single type of precursor using the phenomenon of direct transfer of morphology. This study revealed that various nickel thiolates undergo selective C-S coupling under high-temperature conditions with the formation of highly demanding nanostructured NiS particles and corresponding diaryl sulfides. The in situ oxidation of the formed nickel sulfide in the case of reaction in an air atmosphere provided another type of valuable nanomaterial, nickel oxide. The high selectivity of the transformation allowed the preservation of the initial organochalcogenide morphologies in the resulting products.
Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: Synthesis of diarylsulfides
Bhowmik, Amit,Fernandes, Rodney A.,Yadav, Mahesh
, p. 2447 - 2458 (2020/04/15)
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%).
Dechalcogenization of Aryl Dichalcogenides to Synthesize Aryl Chalcogenides via Copper Catalysis
Cao, Fei,Chen, Jinhong,Deng, Jiedan,Deng, Xuemei,Hou, Yongsheng,Shao, Xiangfeng,Shi, Tao,Wang, Yongqiang,Wang, Zhen,Wu, Lingxi,Yang, Jinru,Yang, Yuhang
, p. 2707 - 2712 (2020/03/11)
An application for dechalcogenization of aryl dichalcogenides via copper catalysis to synthesize aryl chalcogenides is disclosed. This approach is highlighted by the practical conditions, broad substrate scope, and good functional group tolerance with several sensitive groups such as aldehyde, ketone, ester, amide, cyanide, alkene, nitro, and methylsulfonyl. Furthermore, the robustness of this methodology is depicted by the late-stage modification of estrone and synthesis of vortioxetine. Remarkably, synthesis of more challenging organic materials with large ring tension under milder conditions and synthesis of some halogen contained diaryl sulfides which could not be synthesized using metal-catalyzed coupling reactions of aryl halogen are successfully accomplished with this protocol.
Symmetrical sulfur-containing wet processing type blue organic electroluminescent material as well as preparation method and application thereof
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Paragraph 0047; 0052; 0059; 0060, (2019/10/01)
The invention provides a series of sulfone-containing symmetrical wet process type blue organic electroluminescent materials, which contain sulfones, substituted carbazoles, fluorenes, triphenylamines and derivatives thereof. By a symmetrical design, the electron transmission balance is adjusted; the solubility of molecules is increased by increasing a branched chain of an alkyl chain, wet processing is facilitated and the production cost is reduced. The series of electroluminescent materials relate to the field of electroluminescence, can emit blue and dark blue fluorescence, and can be applied to the fields of OLED (Organic Light Emitting Diode) lighting and OLED display. The material has a strong electron acceptor and a weaker electron donor, a large conjugated structure and a twisted and partially rigid planar structure, the intermolecular force is suppressed, the stability of a device is improved, and high level fluorescence quantum efficiency and blue light material are obtained.
Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides
Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong
, p. 3048 - 3055 (2019/03/21)
A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.
