15,16-Dimethoxy-7-(4-methylphenyl)-3,11-dithia-7-azatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),2(6),4,8(12),9,13,15-heptaene | 1227146-46-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 15,16-Dimethoxy-7-(4-methylphenyl)-3,11-dithia-7-azatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),2(6),4,8(12),9,13,15-heptaene
• 英文别名: 15,16-dimethoxy-7-(4-methylphenyl)-3,11-dithia-7-azatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),2(6),4,8(12),9,13,15-heptaene
• CAS: 1227146-46-4
• 化学式: C₂₃H₁₉NO₂S₂
• 分子量: 405.541
• InChiKey: LNPPRCDNTONSBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  78.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  15,16-Dimethoxy-7-(4-methylphenyl)-3,11-dithia-7-azatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),2(6),4,8(12),9,13,15-heptaene 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 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：

  3-Bromo-2-[2-(3-bromothiophen-2-yl)-4,5-dimethoxyphenyl]thiophene 、 乙烷,三氯氟- 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以87%的产率得到15,16-Dimethoxy-7-(4-methylphenyl)-3,11-dithia-7-azatetracyclo[11.4.0.02,6.08,12]heptadeca-1(17),2(6),4,8(12),9,13,15-heptaene
  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

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.