| 1538638-47-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• CAS: 1538638-47-9
• 化学式: C₄₆H₅₈N₆O₄
• 分子量: 759.004
• InChiKey: IMYNSJBWDCVAFG-WCTFWBLHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.42
• 重原子数：
  56.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  147.34
• 氢给体数：
  6.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 四丁基氟化铵 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Anion Binding Modes in meso-Substituted Hexapyrrolic Calix[4]pyrrole Isomers

  摘要：

  We report on the synthesis of a new receptor for anions, meso-substituted hexapyrrolic calix[4]pyrrole 1. The calix[4]pyrrole's core features two additional pyrrole side-arms suspended above or below the calix[4]pyrrole core. This hexapyrrolic calix[4]pyrrole 1 is formed as cis- and trans-configurational isomers, the structures of which have been determined by single crystal X-ray diffraction. The anion binding experiments revealed interesting difference in the binding mode: The cis-1 isomer binds anions in a mixed binding mode featuring a combination of hydrogen bonding and anion-pi interactions resulting in an unexpected strong binding. On the other hand, the trans-1 isomer displays only hydrogen bonding and lower affinity for anions. This is unexpected as one would assume both isomers to display the same binding modes. Overall, the titrations of 1 using UV spectrophotometry and NMR titrations by anions reveal that cis-isomer 1 displays higher affinity (10(5)-10(6) M-1) and cross-reactivity for anions, while the trans-isomer 1 shows a more selective response to anions. Such differences in binding mode in configurational isomers are so far unexplored and a feature deserving further study.

  DOI：

  10.1021/ja411391c
• 作为产物：
  描述：

  2-(ethyloxycarbonyl)-3-ethyl-4-methylpyrrole 在 四氯化锡 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 96.0h， 生成 、
  参考文献：
  名称：

  Anion Binding Modes in meso-Substituted Hexapyrrolic Calix[4]pyrrole Isomers

  摘要：

  We report on the synthesis of a new receptor for anions, meso-substituted hexapyrrolic calix[4]pyrrole 1. The calix[4]pyrrole's core features two additional pyrrole side-arms suspended above or below the calix[4]pyrrole core. This hexapyrrolic calix[4]pyrrole 1 is formed as cis- and trans-configurational isomers, the structures of which have been determined by single crystal X-ray diffraction. The anion binding experiments revealed interesting difference in the binding mode: The cis-1 isomer binds anions in a mixed binding mode featuring a combination of hydrogen bonding and anion-pi interactions resulting in an unexpected strong binding. On the other hand, the trans-1 isomer displays only hydrogen bonding and lower affinity for anions. This is unexpected as one would assume both isomers to display the same binding modes. Overall, the titrations of 1 using UV spectrophotometry and NMR titrations by anions reveal that cis-isomer 1 displays higher affinity (10(5)-10(6) M-1) and cross-reactivity for anions, while the trans-isomer 1 shows a more selective response to anions. Such differences in binding mode in configurational isomers are so far unexplored and a feature deserving further study.

  DOI：

  10.1021/ja411391c