10-[2-(3-Carboxyphenyl)ethynyl]-1-[2-[3,8-dicarboxy-1-[2-[3,8-dicarboxy-10-[2-(3-carboxyphenyl)ethynyl]-11,12-dihydroindolo[2,3-a]carbazol-1-yl]ethynyl]-11,12-dihydroindolo[2,3-a]carbazol-10-yl]ethynyl]-11,12-dihydroindolo[2,3-a]carbazole-3,8-dicarboxylic acid | 1046863-12-0

• 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: 10-[2-(3-Carboxyphenyl)ethynyl]-1-[2-[3,8-dicarboxy-1-[2-[3,8-dicarboxy-10-[2-(3-carboxyphenyl)ethynyl]-11,12-dihydroindolo[2,3-a]carbazol-1-yl]ethynyl]-11,12-dihydroindolo[2,3-a]carbazol-10-yl]ethynyl]-11,12-dihydroindolo[2,3-a]carbazole-3,8-dicarboxylic acid
• CAS: 1046863-12-0
• 化学式: C₈₂H₄₀N₆O₁₆
• 分子量: 1365.25
• InChiKey: QNNFFNYYUHZDQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  104
• 可旋转键数：
  16
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  393
• 氢给体数：
  14
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  在 氢氧化钾 、 水 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 生成 10-[2-(3-Carboxyphenyl)ethynyl]-1-[2-[3,8-dicarboxy-1-[2-[3,8-dicarboxy-10-[2-(3-carboxyphenyl)ethynyl]-11,12-dihydroindolo[2,3-a]carbazol-1-yl]ethynyl]-11,12-dihydroindolo[2,3-a]carbazol-10-yl]ethynyl]-11,12-dihydroindolo[2,3-a]carbazole-3,8-dicarboxylic acid
  参考文献：
  名称：

  Indolocarbazole-Based Foldamers Capable of Binding Halides in Water

  摘要：

  A series of indolocarbazole-based foldamers have been prepared which can fold into a helical array with an internal cavity encircled by multiple indole NHs, thus allowing for binding anions by hydrogen bonds. The helical folding has been confirmed by computer modeling, 1H NMR spectroscopy, 2D ROESY experiments, and binding studies. A water-soluble derivative binds small, hydrophilic anions in the order Cl- > F- > Br- but negligibly with large, diffuse anions such as I- and ClO4-. Interestingly, the relative binding affinities of the fluoride and chloride ions in water are opposite to each other in an organic medium 4:1 (v/v) DMSO/MeOH, possibly due to the difference in the competing solvation energy.

  DOI：

  10.1021/ja804845m