| 1402060-70-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1402060-70-1
• 化学式: C₁₀H₈Br₂
• 分子量: 287.982
• InChiKey: ZGZGFFHYNLSOKT-UHFFFAOYSA-N

物化性质

• 沸点：
  334.6±42.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  在 ammonium hexafluorophosphate 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Stereochemistry of Molecular Figures-of-Eight

  摘要：

  AbstractA trans isomer of a figure‐of‐eight (Fo8) compound was prepared from an electron‐withdrawing cyclobis(paraquat‐p‐phenylene) derivative carrying trans‐disposed azide functions between its two phenylene rings. Copper(I)‐catalyzed azide–alkyne cycloadditions with a bispropargyl derivative of a polyether chain, interrupted in its midriff by an electron‐donating 1,5‐dioxynaphthalene unit acting as the template to organize the reactants prior to the onset of two click reactions, afforded the Fo8 compound with Ci symmetry. Exactly the same chemistry is performed on the cis‐bisazide of the tetracationic cyclophane to give a Fo8 compound with C2 symmetry. Both of these Fo8 compounds exist as major and very minor conformational isomers in solution. The major conformation in the trans series, which has been characterized by X‐ray crystallography, adopts a geometry which maximizes its CH⋅⋅⋅O interactions, while maintaining its π⋅⋅⋅π stacking and CH⋅⋅⋅π interactions. Ab initio calculations at the M06L level support the conformational assignments to the major and minor isomers in the trans series. Dynamic 1H NMR spectroscopy, supported by 2D 1H NMR experiments, indicates that the major and minor isomers in both the cis and trans series equilibrate in solution on the 1H NMR timescale rapidly above and slowly below room temperature.

  DOI：

  10.1002/chem.201202070
• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 以57%的产率得到
  参考文献：
  名称：

  Stereochemistry of Molecular Figures-of-Eight

  摘要：

  AbstractA trans isomer of a figure‐of‐eight (Fo8) compound was prepared from an electron‐withdrawing cyclobis(paraquat‐p‐phenylene) derivative carrying trans‐disposed azide functions between its two phenylene rings. Copper(I)‐catalyzed azide–alkyne cycloadditions with a bispropargyl derivative of a polyether chain, interrupted in its midriff by an electron‐donating 1,5‐dioxynaphthalene unit acting as the template to organize the reactants prior to the onset of two click reactions, afforded the Fo8 compound with Ci symmetry. Exactly the same chemistry is performed on the cis‐bisazide of the tetracationic cyclophane to give a Fo8 compound with C2 symmetry. Both of these Fo8 compounds exist as major and very minor conformational isomers in solution. The major conformation in the trans series, which has been characterized by X‐ray crystallography, adopts a geometry which maximizes its CH⋅⋅⋅O interactions, while maintaining its π⋅⋅⋅π stacking and CH⋅⋅⋅π interactions. Ab initio calculations at the M06L level support the conformational assignments to the major and minor isomers in the trans series. Dynamic 1H NMR spectroscopy, supported by 2D 1H NMR experiments, indicates that the major and minor isomers in both the cis and trans series equilibrate in solution on the 1H NMR timescale rapidly above and slowly below room temperature.

  DOI：

  10.1002/chem.201202070