3-Bromo-2-[2-(3-bromothiophen-2-yl)-4,5-dimethoxyphenyl]thiophene | 1227146-44-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Bromo-2-[2-(3-bromothiophen-2-yl)-4,5-dimethoxyphenyl]thiophene
• 英文别名: 3-bromo-2-[2-(3-bromothiophen-2-yl)-4,5-dimethoxyphenyl]thiophene
• CAS: 1227146-44-2
• 化学式: C₁₆H₁₂Br₂O₂S₂
• 分子量: 460.21
• InChiKey: NDEXOXFIJIBOCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Bromo-2-[2-(3-bromothiophen-2-yl)-4,5-dimethoxyphenyl]thiophene 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 正丁基锂 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 40.0h， 生成 C₂₃H₁₇I₂NO₂S₂
  参考文献：
  名称：

  Conducting Thiophene-Annulated Azepine Polymers

  摘要：

  We report the synthesis of annulated azepines, conjugated seven-membered ring systems with nitrogen, designed to undergo an electrochemically controlled bent-to-planar transformation driven by aromatization. A Pd-catalyzed double amination strategy enabled us to synthesize annulated azepines, which are thermally and electrochemically stable even in highly oxidized states. Several methods of chemical and electrochemical polymerization yielded azepine-based materials that were demonstrated to retain their redox properties in the solid state under ambient conditions. Because of their redox stability and conductivity, these polymers could find utility in actuating materials research.

  DOI：

  10.1021/ma100549w
• 作为产物：
  描述：

  在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 水 为溶剂， 反应 3.0h， 以56%的产率得到3-Bromo-2-[2-(3-bromothiophen-2-yl)-4,5-dimethoxyphenyl]thiophene
  参考文献：
  名称：

  蒽基取代四环硼烷的合成及光学性质

  摘要：

  蒽取代的三芳基硼烷由于其独特的光物理性质而作为光电材料被广泛研究。在这项工作中，我们合成了具有七元芳环系统的新型蒽基取代硼烷，即所谓的硼烷。蒽基取代的四环borepins在基态下表现出有限的电子相互作用，而它们的荧光光谱与异丙叉基取代体系的荧光光谱明显不同。值得注意的是，当将氟化物添加到钻孔溶液中时，荧光增强，这归因于氟化物与硼中心的配位。

  DOI：

  10.1246/cl.220139

文献信息

• Conducting Thiophene-Annulated Azepine Polymers
  作者：Changsik Song、D. Barney Walker、Timothy M. Swager

  DOI：10.1021/ma100549w

  日期：2010.6.22

  We report the synthesis of annulated azepines, conjugated seven-membered ring systems with nitrogen, designed to undergo an electrochemically controlled bent-to-planar transformation driven by aromatization. A Pd-catalyzed double amination strategy enabled us to synthesize annulated azepines, which are thermally and electrochemically stable even in highly oxidized states. Several methods of chemical and electrochemical polymerization yielded azepine-based materials that were demonstrated to retain their redox properties in the solid state under ambient conditions. Because of their redox stability and conductivity, these polymers could find utility in actuating materials research.
• Synthesis and Optical Properties of Anthryl-substituted Tetracyclic Borepins
  作者：Yohei Adachi、Kohei Yamada、Joji Ohshita

  DOI：10.1246/cl.220139

  日期：2022.6.5

  Anthracene-substituted triarylboranes have been widely studied as optoelectronic materials because of their unique photophysical properties. In this work, we synthesized new anthryl-substituted boranes with a seven-membered aromatic ring system, so-called borepins. The anthryl-substituted tetracyclic borepins exhibited limited electronic interaction in the ground state, whereas their fluorescence spectra

  蒽取代的三芳基硼烷由于其独特的光物理性质而作为光电材料被广泛研究。在这项工作中，我们合成了具有七元芳环系统的新型蒽基取代硼烷，即所谓的硼烷。蒽基取代的四环borepins在基态下表现出有限的电子相互作用，而它们的荧光光谱与异丙叉基取代体系的荧光光谱明显不同。值得注意的是，当将氟化物添加到钻孔溶液中时，荧光增强，这归因于氟化物与硼中心的配位。