5-(4-methoxyphenyl)-2,2'-bithiophene | 106925-79-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-(4-methoxyphenyl)-2,2'-bithiophene
• 英文别名: 2-(4-methoxyphenyl)-5-thiophen-2-ylthiophene
• CAS: 106925-79-5
• 化学式: C₁₅H₁₂OS₂
• 分子量: 272.392
• InChiKey: HRPCSLCDFGYWKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-(4-methoxyphenyl)-2,2'-bithiophene 在 N-溴代丁二酰亚胺(NBS) 、 三溴化硼 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  棒状 4,6-二氨基-1,3,5-三嗪衍生物，核心长度对中间相行为的影响及其作为 LE-LCD 器件的应用

  摘要：

  已经合成了三个系列不同核心长度的二氨基三嗪衍生物，并系统研究了结构变化和温度对其中间相行为的影响。专注于 CubI/Im3 ̄m 相的形成，发现了多个 2D/3D 相。通过偏振光学显微镜、小/广角 X 射线散射、掠入射小角 X 射线散射以及分子动力学模拟证实，结果表明分子曲率对自组装结构至关重要。此外，形成 CubI/Im3 ̄m 相的先决条件是胶束表面的中等分子曲率，以允许烷基链插层。最后，初步证明了发光液晶显示器 （LE-LCD） 器件等化合物的潜力。

  DOI：

  10.1016/j.molliq.2021.117879
• 作为产物：
  描述：

  2,2'-联二噻吩 在 palladium diacetate 、 正丁基锂 、 四甲基乙二胺 、 caesium carbonate 、 三环己基膦 作用下， 以 四氢呋喃 、 正己烷 、 xylene 为溶剂， 反应 39.0h， 生成 5-(4-methoxyphenyl)-2,2'-bithiophene
  参考文献：
  名称：

  通过钯催化的芳基化反应合成5,5'-二芳基化的2,2'-联噻吩

  摘要：

  在Pd（OAc）存在的情况下，将2,2'-联噻吩和3,3'-dicyano-2,2'-联噻吩在5-和5'-位置直接与芳基溴进行二芳基化，并伴随CH键断裂2和使用Cs 2 CO 3为碱的庞大的膦配体。在以（2,2'-联噻吩-5-基）二苯基甲醇为底物的反应中，通过CC键裂解在5-位发生的单芳基化反应选择性产生了5-芳基-2,2'-联噻吩和随后的用不同的芳基溴进行芳基化得到相应的不对称的5,5'-二芳基化产物。

  DOI：

  10.1016/j.tet.2004.06.075

文献信息

• Rapid access to unsymmetrical 1,3-diynes and 2,5-disubstituted thiophenes under ligand and Pd/Ni-free Cu-catalysis
  作者：Maddali L. N. Rao、Sk Shamim Islam、Priyabrata Dasgupta

  DOI：10.1039/c5ra15705f

  日期：——

  A Pd/Ni-free copper-catalysed tandem synthesis was realized for rapid access to unsymmetrical 1,3-diynes from 1,1-dibromoalkenes and terminal alkynes. This method was extended to the straightforward synthesis of unsymmetrical 2,5-disubstituted thiophenes in a one-pot operation.

  实现了无Pd / Ni的铜催化串联合成，可快速从1,1-二溴烯烃和末端炔烃中获得不对称的1,3-二炔。该方法扩展到一锅操作中不对称2,5-二取代噻吩的直接合成。
• Palladium-Catalyzed Coupling Reactions of Bromothiophenes at the C−H Bond Adjacent to the Sulfur Atom with a New Activator System, AgNO₃/KF
  作者：Kei Kobayashi、Atsushi Sugie、Masabumi Takahashi、Kentaro Masui、Atsunori Mori

  DOI：10.1021/ol052063y

  日期：2005.10.1

  Bromothiophene derivatives react with aryl iodides catalyzed by a palladium complex in the presence of a silver(I) nitrate/potassium fluoride system to induce coupling at the C-H bond, while the carbon-bromine bond is intact. The produced coupling product bearing the C-Br bond allows further palladium-catalyzed C-C bond-forming reactions in reasonable yields.

  [反应：见正文]在硝酸银（I）/氟化钾体系存在下，溴噻吩衍生物与钯配合物催化的芳基碘化物反应，诱导CH键上的偶联，而碳-溴键完好无损。产生的带有C-Br键的偶联产物允许以合理的产率进一步进行钯催化的CC键形成反应。
• Bisthiophene/triazole based 4,6-diamino-1,3,5-triazine triblock polyphiles: Synthesis, self-assembly and metal binding properties
  作者：Chao Liu、Hongfei Gao、Taihao Li、Yulong Xiao、Xiaohong Cheng

  DOI：10.1016/j.molstruc.2019.05.038

  日期：2019.10

  Two series of 4,6-diamino-1,3,5-triazine triblock polyphiles consisting of an extremely long bisthiophene/triazole based rigid cores, with flexible alkyl chains at one end and a polar 4,6-diamino-1,3,5-triazine at the other end were synthesized. Col(hex)/p6mm mesophases were displayed by all bisthiophene based 4,6-diamino-1,3,5-triazine derivatives, whereas both Col(hex)/p6mm and Cub(1)/pm (3) over barn mesophases could be formed by corresponding triazole based 4,6-diamino-1,3,5-triazine derivatives. Evidence for the formation of the extra H-bonding between central triazole units and terminal 4,6-diaminotriazine groups which was responsible for the formation of cubic phases in triazole based compounds was obtained based on FT-IR measurements. Additionally, these triblock polyphiles can form organogels with interesting morphologies in different solvents. The influence of the alkyl chain length and the polarities of the heterocycles (bisthiophene/triazole) on the self-assembly of these compounds was systematically studied. Finally, these triblock polyphiles showed dual selectivities towards Pb2+ and Fe3+ ions. (C) 2019 Elsevier B.V. All rights reserved.
• Introduction of ethynylene and thienylene spacers into 2,5-diarylthiazole and 2,5-diarylthiophene
  作者：Kei Kobayashi、Mohamed S. Mohamed Ahmed、Atsunori Mori

  DOI：10.1016/j.tet.2006.07.097

  日期：2006.10

  Syntheses of 2,5-diarylthiazole and 2,5-diarylthiophene derivatives bearing ethynylene and thienylene spacers are performed. With the methods for coupling reactions of terminal alkynes and at the CH bond of heteroaromatic compounds, which we have developed, five kinds of thiazole and thiophene derivatives 3-7 are prepared. Spectroscopic characteristics of 3-7 are also measured. (c) 2006 Elsevier Ltd. All rights reserved.
• ORGANIC ELECTROLUMINESCENCE DEVICE AND DISPLAY APPARATUS
  申请人：Watanabe Taiki

  公开号：US20070292717A1

  公开（公告）日：2007-12-20

  The present invention provides an organic electroluminescence device using a novel phosphorescent metal complex compound and having high efficiency, high luminance, and high durability. The organic electroluminescence device includes a pair of electrodes including an anode and a cathode, and one or more organic layers each containing an organic compound, the one or more organic layers being interposed between the pair of electrodes, wherein at least one of the one or more organic layers contain a phosphorescent metal complex compound having at least one ligand structure represented by the following general formula (1): where at least one of X, Y and Z represents an aromatic oligomer having 13 or more carbon atoms and bonded directly or via a linking group.