4-[bis(4-bromophenyl)amino]-4'-nitroazobenzene | 881663-57-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[bis(4-bromophenyl)amino]-4'-nitroazobenzene
• CAS: 881663-57-6
• 化学式: C₂₄H₁₆Br₂N₄O₂
• 分子量: 552.225
• InChiKey: RBICLOZGOLISGT-BYYHNAKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.0
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.1
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[bis(4-bromophenyl)amino]-4'-nitroazobenzene 、 苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 以73%的产率得到4-[bis(biphenyl-4-yl)amino]-4'-nitroazobenzene
  参考文献：
  名称：

  Versatile Synthesis of Small NLO-Active Molecules Forming Amorphous Materials with Spontaneous Second-Order NLO Response

  摘要：

  A novel synthetic approach to a series of bulky triarylamines substituted by various electron-withdrawing groups and forming amorphous materials is presented. Under vacuum evaporation, thin films with high optical quality are obtained and exhibit spontaneous second-order nonlinear optical activity. This unprecedented result is likely due to subtle balance between strong dipole-dipole interactions and steric crowding causing self-assembly and noncentrosymmetric local ordering, stable up to one year.

  DOI：

  10.1021/ja038207q
• 作为产物：
  描述：

  (E)-4-((4-nitrophenyl)diazenyl)-N,N-diphenylaniline 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以80%的产率得到4-[bis(4-bromophenyl)amino]-4'-nitroazobenzene
  参考文献：
  名称：

  Versatile Synthesis of Small NLO-Active Molecules Forming Amorphous Materials with Spontaneous Second-Order NLO Response

  摘要：

  A novel synthetic approach to a series of bulky triarylamines substituted by various electron-withdrawing groups and forming amorphous materials is presented. Under vacuum evaporation, thin films with high optical quality are obtained and exhibit spontaneous second-order nonlinear optical activity. This unprecedented result is likely due to subtle balance between strong dipole-dipole interactions and steric crowding causing self-assembly and noncentrosymmetric local ordering, stable up to one year.

  DOI：

  10.1021/ja038207q

文献信息

• Versatile Synthesis of Small NLO-Active Molecules Forming Amorphous Materials with Spontaneous Second-Order NLO Response
  作者：Eléna Ishow、Cyril Bellaïche、Laurent Bouteiller、Keitaro Nakatani、Jacques A. Delaire

  DOI：10.1021/ja038207q

  日期：2003.12.1

  A novel synthetic approach to a series of bulky triarylamines substituted by various electron-withdrawing groups and forming amorphous materials is presented. Under vacuum evaporation, thin films with high optical quality are obtained and exhibit spontaneous second-order nonlinear optical activity. This unprecedented result is likely due to subtle balance between strong dipole-dipole interactions and steric crowding causing self-assembly and noncentrosymmetric local ordering, stable up to one year.