1,2-di(decyloxy)-4,5-bis(3-bromothien-2-yl)benzene | 1198801-07-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-di(decyloxy)-4,5-bis(3-bromothien-2-yl)benzene
• 英文别名: 3-Bromo-2-[2-(3-bromothiophen-2-yl)-4,5-didecoxyphenyl]thiophene
• CAS: 1198801-07-8
• 化学式: C₃₄H₄₈Br₂O₂S₂
• 分子量: 712.694
• InChiKey: UNGMCPMSONTDIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  40
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 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：

  1,2-di(decyloxy)-4,5-bis(3-bromothien-2-yl)benzene 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 N-氯代丁二酰亚胺 、 溶剂黄146 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 40.0h， 生成 8-(4-butylphenyl)-6,10-dichloro-2,3-bis(decyloxy)-8H-benzo[d]dithieno[3,2-b:2',3'-f]azepine
  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：

  1,2-di(decyloxy)-4,5-bis(3,5-dibromothiophen-2-yl)benzene 在 正丁基锂 、 甲醇 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以90%的产率得到1,2-di(decyloxy)-4,5-bis(3-bromothien-2-yl)benzene
  参考文献：
  名称：

  反应性导电噻吩聚合物

  摘要：

  我们报告了设计和合成的环噻吩类化合物的设计和合成，这些化合物经过电化学控制下的芳构化作用，经历了弯曲到平面的转变。噻吩类化合物是在大环中与硫醚共轭的七元环系统。我们合成了可电聚合的热稳定的噻吩，以生成含噻吩的电活性聚合物。扩展的噻吩系统会经受硫磺氧化挤压，并且此功能可用于过氧化物检测。

  DOI：

  10.1021/jo902079j

文献信息

• Reactive Conducting Thiepin Polymers
  作者：Changsik Song、Timothy M. Swager

  DOI：10.1021/jo902079j

  日期：2010.2.19

  and synthesis of annulated thiepins designed to undergo bent-to-planar transformation driven by aromatization under electrochemical control. Thiepins are conjugated seven-membered ring systems with a thioether in the macrocycle. We synthesized thermally stable thiepins that are electropolymerizable to give rise to thiepin-containing electroactive polymers. Extended thiepin systems undergo sulfur extrusion

  我们报告了设计和合成的环噻吩类化合物的设计和合成，这些化合物经过电化学控制下的芳构化作用，经历了弯曲到平面的转变。噻吩类化合物是在大环中与硫醚共轭的七元环系统。我们合成了可电聚合的热稳定的噻吩，以生成含噻吩的电活性聚合物。扩展的噻吩系统会经受硫磺氧化挤压，并且此功能可用于过氧化物检测。
• 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.