| 1604047-48-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 1604047-48-4
• 化学式: C₂₄H₁₀N₂
• 分子量: 326.357
• InChiKey: IRQHBFYBRLJEQG-UHFFFAOYSA-N

物化性质

• 沸点：
  625.0±28.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.07
• 重原子数：
  26.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5,10-dicyano[5]helicene 在 碘 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Facile Photochemical Synthesis of 5,10-Disubstituted [5]Helicenes by Removing Molecular Orbital Degeneracy

  摘要：

  Photocyclodehydrogenation is a key reaction to synthesize helicenes; however, because of overannulation, it is not applicable to the synthesis of [S]helicene. Introduction of a cyano group was found to remove the orbital degeneracy of the low-lying unoccupied MOs; consequently, the lowest excitation comprises a single transition involving the C-2-antisymmetric MO. Therefore, the problematic overannulation can be effectively suppressed. Moreover, in combination with the Knoevenagel reaction, a one-pot synthesis of 5,10-dicyano[5]helicene with 67% yield was accomplished.

  DOI：

  10.1021/ol5008718