247-52-9Relevant academic research and scientific papers
Diisobutylaluminum Hydride Promoted Selectivity-Switchable Synthesis of Benzothiophene Oxides and Benzothiophenes via an Al-Li-Dimetalated Intermediate
Uchida, Seiya,Kinoshita, Hidenori,Miura, Katsukiyo
, p. 3123 - 3127 (2020)
We developed an efficient and direct method for synthesis of benzothiophene oxides from 1-bromo-2-[2-(trimethylsilyl)ethynyl]benzenes and thionyl chloride as an easily accessible source of the sulfinyl group. Benzothiophenes were also synthesized selectiv
An asymmetric oligomer based on thienoacene for solution processed crystal organic thin-film transistors
Tian, Hongkun,Han, Yang,Bao, Cheng,Yan, Donghang,Geng, Yanhou,Wang, Fosong
, p. 3557 - 3559 (2012)
A novel thienoacene-based conjugated oligomer, i.e.BTTT-T-C12, was designed and synthesized. Its highly asymmetric structural feature enables the preparation of two-dimensional single-crystalline thin films in millimetre size and ～100 nm thick by a solution processing method directly on the Si/SiO2 substrate. Single crystal organic thin film transistors exhibit a mobility of 0.70 cm2 V-1 s-1 and an on/off ratio of 5.7 × 104.
Synthesis and properties of thieno[2,3-d:5,4-d']bisthiazoles and their oxidized derivatives: Thionyl chloride as a sulfurative ring-fusing reagent towards thiophene-based ring-fused heteroaromatic compounds
Wada, Ryuta,Kaga, Shigesaki,Kawai, Yasuhiro,Futamura, Kimitaka,Murai, Toshiaki,Shibahara, Fumitoshi
, (2021/02/21)
A new route to thiophene-ring-fused compounds with thionyl chloride as a sulfur source was developed. Use of an excess amount thionyl chloride directly gave the corresponding thiophene-ring-fused compound via further reduction of generated thiophene-S-oxide with excess thionyl chloride in some cases. One-pot reduction with tributylphosphine also gave thiophene-ring-fused compounds in good yields, and oxidation with NaClO·5H2O gave S-dioxides. In addition, one of the obtained thiazole-thiophene ring-fused compounds showed some unexpected mechanochromism behavior.
Ligand Compound, Transition Metal Compound, and Catalyst Composition Comprising the Transition Metal Compound
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Paragraph 0192-0193, (2019/09/06)
The present invention relates to a novel ligand compound, a transition metal compound and a catalyst composition comprising the same. The novel ligand compound and the transition metal compound of the present invention may be useful as a catalyst of polymerization reaction for preparing an olefin-based polymer having a low density.
Pd-Catalyzed C—S Cyclization via C—H Functionalization Strategy: Access to Sulfur-containing Benzoheterocyclics
Chen, Shihao,Wang, Ming,Jiang, Xuefeng
supporting information, p. 921 - 924 (2018/09/22)
A C—H sulfurated cyclization protocol starting from thioacetates is developed for straightforward construction of sulfur-containing benzoheterocyclics. The diversiform functional dihydrobenzothiophenes and thiochromans were comprehensively achieved through the Pd-catalyzed carbon- sulfur cyclization. Mechanistic studies indicated that C—H bond cleavage was involved in the rate-determining step. [1]Benzothieno-[3,2-b]- [1]benzothiophene (BTBT) and benzo[b]thieno[2,3-d]thiophene (BTT) were efficiently established as the well-known organic field-effect transistor (OFET) material molecules through this methodology.
Palladium(II)-Catalyzed Synthesis of Dibenzothiophenes from 2-Biphenylyl Disulfides by C?H Functionalization
Nishino, Kota,Ogiwara, Yohei,Sakai, Norio
, p. 10971 - 10974 (2018/08/09)
The palladium-catalyzed oxidative preparation of dibenzothiophene derivatives from 2-biphenylyl disulfides by C?H functionalization is described herein. This procedure shows a high tolerance toward various functional groups and does not require the further addition of a metal oxidant, a base, or a ligand. Also, the present method was applied to the facile preparation of dibenzoselenophene.
Iron-catalyzed carbon–sulfur bond formation: Atom-economic construction of thioethers with diaryliodonium salts
Liu, Li,Qiang, Jian,Bai, Shuhua,Li, Yang,Li, Jian
, p. 2365 - 2371 (2017/09/30)
Diaryliodonium salts are characterized by poor atom economy with the formation of one equivalent of an iodoarene as waste. We have developed an atom-economic iron-catalyzed protocol for the synthesis of a variety of thioethers with diaryliodonium salts. Not only cyclic diaryliodonium salts but also linear diaryliodonium salts were found to perform well in the reactions.
METHOD FOR PRODUCING HETEROACENE COMPOUND
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Paragraph 0068 - 0070; 0071, (2017/02/02)
PROBLEM TO BE SOLVED: To provide an industrially available method of producing a heteroacene compound through a chlorinated aromatic compound. SOLUTION: The present invention provides a method for producing a heteroacene compound by the reaction of a chlorinated aromatic compound with 1,8-diazabicyclo [5.4.0]undeca-7-ene (DBU) and/or 1,5-diazabicyclo [4.3.0]nona-5-ene (DBN) in the presence of transition metal catalyst and organic solvent. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
Copper-Catalyzed Double S-Arylation of Potassium Thioacetate with Dibenziodolium Triflates: Facile Synthesis of Unsymmetrical Dibenzothiophenes
Shimizu, Masaki,Ogawa, Mai,Tamagawa, Tomokazu,Shigitani, Ryosuke,Nakatani, Masaki,Nakano, Yoshiki
supporting information, p. 2785 - 2788 (2016/07/07)
Much interest has been paid to cyclic diaryliodonium salts as bis(electrophile)s in transition-metal-catalyzed annulation reactions to produce polycyclic (hetero)aromatic hydrocarbons. Herein, we report that dibenziodolium triflates smoothly react with potassium thioacetate in the presence of CuCl2in THF or DMSO at 100–110 °C to afford the corresponding dibenzothiophenes in good-to-high yields. The coupling reaction tolerates reactive functional groups such as chloro and cyano and serves as a facile and reliable method for the synthesis of unsymmetrical dibenzothiophenes.
Naphtho[2,1-b:3,4-b′]bisthieno[3,2-b][1]benzothiophene-based semiconductors for organic field-effect transistors
Li, Zhaoguang,Zhang, Ji,Zhang, Kai,Zhang, Weifeng,Guo, Lei,Huang, Jianyao,Yu, Gui,Wong, Man Shing
supporting information, p. 8024 - 8029 (2015/08/06)
A novel series of air-stable and highly extended π-conjugated naphtho[2,1-b:3,4-b′]bisthieno[3,2-b][1]benzothiophene derivatives, NBTBT-n (n = 6, 8, 10, and 12) and NBTBTF-10, was developed. The influence of various alkoxy-side groups including straight chain with different chain lengths and branched chain on the FET device performance was also investigated. There was a progressive enhancement in the NBTBT-based OFET device performance with an increase in the annealing temperature. The OFET devices based on NBTBT-10 fabricated by vacuum deposition exhibited the best performance with a hole mobility of 0.25 cm2 V-1 s-1 and an on/off ratio of 105-106 after annealing at 220 °C. In addition, fluorinated naphtho[2,1-b:3,4-b′]bisthieno[3,2-b][1]benzothiophene, NBTBTF-10, showed good p-type transistor behaviour with a hole mobility of 0.24 cm2 V-1 s-1 and an on/off ratio of 106-107 which was achieved at a lower annealing temperature of 140 °C, suggesting the important contribution of the dipole-dipole interactions induced by the fluorine atoms in the molecular packing. As a result, the naphtho[2,1-b:3,4-b′]bisthieno[3,2-b][1]benzothiophene framework shows promise as a useful building block to construct organic semiconductors for next-generation high performance organic electronics.
