2,3,7,8,12,13-hexakis[4-cyanophenyl(ethynyl)]-5,10,15-tridodecyl-10,15-dihydro-5H-5,10,15-triaza-diindeno[1,2-a;1',2'-c]fluorene | 1034498-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2,3,7,8,12,13-hexakis[4-cyanophenyl(ethynyl)]-5,10,15-tridodecyl-10,15-dihydro-5H-5,10,15-triaza-diindeno[1,2-a;1',2'-c]fluorene
• 英文别名: 4-[2-[6,14,15,23,24-Pentakis[2-(4-cyanophenyl)ethynyl]-9,18,27-tridodecyl-9,18,27-triazaheptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1,3(8),4,6,10,12(17),13,15,19,21(26),22,24-dodecaen-5-yl]ethynyl]benzonitrile
• CAS: 1034498-08-2
• 化学式: C₁₁₄H₁₀₅N₉
• 分子量: 1601.15
• InChiKey: XNOLUDNKIFGDTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  33.2
• 重原子数：
  123
• 可旋转键数：
  45
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  158
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3,7,8,12,13-hexaethynyl-5,10,15-tridodecyl-10,15-dihydro-5H-5,10,15-triaza-diindeno[1,2-a;1',2'-c]fluorene 、 4-碘氰基苯 在 四(三苯基膦)钯 、 三乙胺 、 copper(l) chloride 作用下， 反应 96.0h， 以47%的产率得到2,3,7,8,12,13-hexakis[4-cyanophenyl(ethynyl)]-5,10,15-tridodecyl-10,15-dihydro-5H-5,10,15-triaza-diindeno[1,2-a;1',2'-c]fluorene
  参考文献：
  名称：

  Synthesis and Self-Association Properties of Functionalized C₃-Symmetric Hexakis(p-substituted-phenylethynyl)triindoles

  摘要：

  A number of differently substituted phenylethynyl triindoles has been synthesized by 6-fold Sonogashira coupling in a key step. This new series of hexaalkynyl triindoles self-associate through arene-arene interactions in solution. The electronic communication of the external substituents with the central electron-rich triindole core has been demonstrated by means of cyclic voltammetry and optical absorption. A study of the effect of the electronic character of peripheral substituents on their self-association behavior is presented in an effort to shed light on the nature of the pi-stacking interactions.

  DOI：

  10.1021/ja8025399