| 1449551-97-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• CAS: 1449551-97-6
• 化学式: C₃₉H₃₉N₃O₉
• 分子量: 693.753
• InChiKey: NHBQECLGNTWGJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  51.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  166.2
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  在 高氯酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Synthesis of a Preorganized Hybrid Macrobicycle with Distinct Amide and Amine Clefts: Tetrahedral versus Spherical Anions Binding Studies

  摘要：

  A new C-3, symmetric amido-amine hybrid macrobicycle, L is synthesized toward anion recognition in its protonated states. L contains tri-amide and tetra-amine clefts separated by p-phenylene spacers. The solid-state structure of methanol-encapsulated L exhibits an overall cavity length of similar to 12.0 angstrom where the amide and amine -NH protons are converged toward the center of the respective cavities. Conformational analysis of L in solution is established by NOESY NMR. Anion binding of [H3L](3+) with spherical (Cl-, Br-, I-) and tetrahedral (ClO4-, SO42-) anions are carried out by isothermal titration calorimeter in dimethylsulfoxide. The association of halides with [H3L](3+) is endothermic and entropy driven. However, association of tetrahedral anions is exothermic in nature and both entropy- and enthalpy-driven. The overall association constants show.the"following order: HSO4- > Br- > Cl- approximate to ClO4-. Single crystal X-ray structures of ClO4- and Br- complexes of protonated L show encapsulation of ClO4- in the amide cleft of [H2L](2+) (complex 1) and encapsulation of Br- in the ammonium cleft of [H3L](3+) (complex 2). Further, preorganization of L toward encapsulation of spherical and tetrahedral anions is established by comparing its amide, amine, and overall cavity dimensions with 1 and 2.

  DOI：

  10.1021/jo401504f
• 作为产物：
  描述：

  N,N',N''-((2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene))tris(2-chloroacetamide) 、 对羟基苯甲醛 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以78%的产率得到
  参考文献：
  名称：

  Synthesis of a Preorganized Hybrid Macrobicycle with Distinct Amide and Amine Clefts: Tetrahedral versus Spherical Anions Binding Studies

  摘要：

  A new C-3, symmetric amido-amine hybrid macrobicycle, L is synthesized toward anion recognition in its protonated states. L contains tri-amide and tetra-amine clefts separated by p-phenylene spacers. The solid-state structure of methanol-encapsulated L exhibits an overall cavity length of similar to 12.0 angstrom where the amide and amine -NH protons are converged toward the center of the respective cavities. Conformational analysis of L in solution is established by NOESY NMR. Anion binding of [H3L](3+) with spherical (Cl-, Br-, I-) and tetrahedral (ClO4-, SO42-) anions are carried out by isothermal titration calorimeter in dimethylsulfoxide. The association of halides with [H3L](3+) is endothermic and entropy driven. However, association of tetrahedral anions is exothermic in nature and both entropy- and enthalpy-driven. The overall association constants show.the"following order: HSO4- > Br- > Cl- approximate to ClO4-. Single crystal X-ray structures of ClO4- and Br- complexes of protonated L show encapsulation of ClO4- in the amide cleft of [H2L](2+) (complex 1) and encapsulation of Br- in the ammonium cleft of [H3L](3+) (complex 2). Further, preorganization of L toward encapsulation of spherical and tetrahedral anions is established by comparing its amide, amine, and overall cavity dimensions with 1 and 2.

  DOI：

  10.1021/jo401504f