2,2'bis(diphenylsilyl)-4,4'-dimethylazobenzene | 1071990-67-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,2'bis(diphenylsilyl)-4,4'-dimethylazobenzene
• CAS: 1071990-67-4
• 化学式: C₃₈H₃₄N₂Si₂
• 分子量: 574.872
• InChiKey: JIHQLNWDBWWZDA-XQQUEIPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,2'bis(diphenylsilyl)-4,4'-dimethylazobenzene 在 silver fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以40%的产率得到2,2'-bis(fluorodiphenylsilyl)-4,4'-dimethylazobenzene
  参考文献：
  名称：

  Crucial Role of N···Si Interactions in the Solid-State Coloration of Disilylazobenzenes

  摘要：

  2.2'-Bis(fluorodiphensylsilyl)azobenzenes bearing two methyl and butyl groups at the 4- and 4'-positions were synthesized, and their X-ray crystallographic analyses revealed that they have tetracoordinated and pentacoordinated silicon atoms, respectively. Although the two compounds showed almost the same spectra in solution, the reflectance spectra of the solid revealed that the pentacoordinated state had a weaker absorbance in the long-wavelength region compared with that of the tetracoordinated state, which is ascribed to the shift of the n-pi* transition. This difference in the absorptions due to the n-pi* transition drastically affects the color of the azobenzenes: the color of the pentacoordinated state becomes apparently paler than that of the tetracoordinated state.

  DOI：

  10.1021/jo801334a
• 作为产物：
  描述：

  氯化二苯基硅烷 、 2,2'-diiodo-4,4'-dimethylazobenzene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.17h， 以70%的产率得到2,2'bis(diphenylsilyl)-4,4'-dimethylazobenzene
  参考文献：
  名称：

  Crucial Role of N···Si Interactions in the Solid-State Coloration of Disilylazobenzenes

  摘要：

  2.2'-Bis(fluorodiphensylsilyl)azobenzenes bearing two methyl and butyl groups at the 4- and 4'-positions were synthesized, and their X-ray crystallographic analyses revealed that they have tetracoordinated and pentacoordinated silicon atoms, respectively. Although the two compounds showed almost the same spectra in solution, the reflectance spectra of the solid revealed that the pentacoordinated state had a weaker absorbance in the long-wavelength region compared with that of the tetracoordinated state, which is ascribed to the shift of the n-pi* transition. This difference in the absorptions due to the n-pi* transition drastically affects the color of the azobenzenes: the color of the pentacoordinated state becomes apparently paler than that of the tetracoordinated state.

  DOI：

  10.1021/jo801334a