(E)-N,N'-(diphenyl)-N'-(4-diphenylaminophenyl)-3-aminobenzaldimine | 627538-92-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-N,N'-(diphenyl)-N'-(4-diphenylaminophenyl)-3-aminobenzaldimine
• CAS: 627538-92-5
• 化学式: C₃₇H₂₉N₃
• 分子量: 515.657
• InChiKey: KVZWTURKQMBDBD-DMFHDPHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.38
• 重原子数：
  40.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  18.84
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-N,N'-(diphenyl)-N'-(4-diphenylaminophenyl)-3-aminobenzaldimine 、 (E,E)-4-{4-(methyl-2,5-bis[(S)-2-methylbutoxy]styryl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-5-benzaldehyde-dimethylacetal 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以72%的产率得到(E,E,E)-4-[4-{4-[N-(4-diphenylaminophenyl)-N-(phenyl)-3-aminostyryl]-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]styryl]-2,5-bis[(S)-2-methylbutoxy]benzaldehyde
  参考文献：
  名称：

  Photoinduced Multistep Energy and Electron Transfer in an Oligoaniline−Oligo(p-phenylene vinylene)−Fullerene Triad

  摘要：

  A donor-donor-acceptor triad, OAn-OPV-C-60, With a redox gradient has been synthesized by covalently linking an oligoaniline (OAn), an oligo(p-phenylene vinylene) (OPV), and a fullerene (C-60) in a nonconjugated linear array. Photoluminescence and femtosecond pump-probe spectroscopy studies reveal that photoexcitation of any of the three chromophores of this triad in a polar solvent results in formation of the OAn(-)OPV(+)-C-60(-) charge-separated state, after an efficient ultrafast (< 190 fs) singlet-energy transfer to the fullerene single-texcited state. The initial OAn-OPV+-C-60(-) state can rearrange to the low-energy OAnl-OPV-C-60(-) charge-separated state via an intramolecular redox reaction. Because the competing charge recombination of the OAn-OPV+-C60- state to the ground state is fast and increases with increasing polarity of the solvent, the quantum yield for this charge shift is the highest (similar to0.4) in weakly polar solvents such as chlorobenzene. Once formed, the OAn(+)-OPV-C-60(-) state has a long lifetime (> 1 ns) due to weak electronic coupling between the distant redox sites in the excited state. The stabilization gained is more than I order of magnitude in time. The experimental results are found to be in qualitative agreement with Marcus theory. In thin films, the OAn(+)-OPV-C-60(-) state is formed at a higher rate and in higher quantum yield than in solution.

  DOI：

  10.1021/jp035549+
• 作为产物：
  描述：

  间溴苯甲醛 在 tris(dibenzylideneacetone)dipalladium (0) caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 124.0h， 生成 (E)-N,N'-(diphenyl)-N'-(4-diphenylaminophenyl)-3-aminobenzaldimine
  参考文献：
  名称：

  Photoinduced Multistep Energy and Electron Transfer in an Oligoaniline−Oligo(p-phenylene vinylene)−Fullerene Triad

  摘要：

  A donor-donor-acceptor triad, OAn-OPV-C-60, With a redox gradient has been synthesized by covalently linking an oligoaniline (OAn), an oligo(p-phenylene vinylene) (OPV), and a fullerene (C-60) in a nonconjugated linear array. Photoluminescence and femtosecond pump-probe spectroscopy studies reveal that photoexcitation of any of the three chromophores of this triad in a polar solvent results in formation of the OAn(-)OPV(+)-C-60(-) charge-separated state, after an efficient ultrafast (< 190 fs) singlet-energy transfer to the fullerene single-texcited state. The initial OAn-OPV+-C-60(-) state can rearrange to the low-energy OAnl-OPV-C-60(-) charge-separated state via an intramolecular redox reaction. Because the competing charge recombination of the OAn-OPV+-C60- state to the ground state is fast and increases with increasing polarity of the solvent, the quantum yield for this charge shift is the highest (similar to0.4) in weakly polar solvents such as chlorobenzene. Once formed, the OAn(+)-OPV-C-60(-) state has a long lifetime (> 1 ns) due to weak electronic coupling between the distant redox sites in the excited state. The stabilization gained is more than I order of magnitude in time. The experimental results are found to be in qualitative agreement with Marcus theory. In thin films, the OAn(+)-OPV-C-60(-) state is formed at a higher rate and in higher quantum yield than in solution.

  DOI：

  10.1021/jp035549+