N'-(N,N-diethylaminophenyl)perylene-3,4-dicarboximide-9,10-dicarboxyanhydride | 768369-46-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N'-(N,N-diethylaminophenyl)perylene-3,4-dicarboximide-9,10-dicarboxyanhydride
• CAS: 768369-46-6
• 化学式: C₆₂H₆₂N₂O₇
• 分子量: 947.183
• InChiKey: MOANUJXGOMPOHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.47
• 重原子数：
  71.0
• 可旋转键数：
  8.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  102.45
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N'-(N,N-diethylaminophenyl)perylene-3,4-dicarboximide-9,10-dicarboxyanhydride 、 1,3,5-三(4-氨苯基)苯 在 咪唑 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以45%的产率得到7-[4-[3,5-Bis(4-aminophenyl)phenyl]phenyl]-11,22-bis(3,5-ditert-butylphenoxy)-18-[4-(diethylamino)phenyl]-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-6,8,17,19-tetrone
  参考文献：
  名称：

  Photoinduced Electron Transfer in Self-Assembled Dimers of 3-Fold Symmetric Donor−Acceptor Molecules Based on Perylene-3,4:9,10-bis(dicarboximide)

  摘要：

  The influence of pi-stacking on photoinduced electron transfer in a series of donor-acceptor molecules attached to a 3-fold symmetric scaffold was studied. The donor-acceptor unit is a DEA-PDI pair (DEA = N,N-diethylaniline; PDI = perylene-3,4:9,10-bis(dicarboximide)), in which the 4-position of DEA is covalently attached to the nitrogen atom of one imide of PDI. One, two, or three DEA-PDI units are attached to the para position of one of the phenyl groups of 1,3,5-triphenylbenzene, using the other PDI imide group to form mono-, his-, and tris(DEA-PDI). These molecules demonstrate an increasing tendency to self-assemble into pi-stacked dimers in solution in the order mono(DEA-PDI) much less than bis(DEA-PDI) < tris(DEA-PDI). Photoinduced electron transfer in both the monomers and self-assembled dimers was studied by femtosecond transient absorption spectroscopy. The charge separation (CS) and charge recombination time (CR) constants are found to be independent of pi-stacking aptitudes, while the transient spectral features differ significantly upon dimerization. The electronic interactions imposed by pi-stacking appear to change the energies of the ground, excited, and ionic states of DEA-PDI to a similar extent, which results in similar energies for CS and CR within the monomers and dimers.

  DOI：

  10.1021/jp048883u
• 作为产物：
  描述：

  N,N-二乙基对苯二胺 、 1,7-(3',5'-di-t-butylphenoxy)perylene-3,4:9,10-tetracarboxyanhydride 在 吡啶 作用下， 反应 16.0h， 以35%的产率得到N'-(N,N-diethylaminophenyl)perylene-3,4-dicarboximide-9,10-dicarboxyanhydride
  参考文献：
  名称：

  Photoinduced Electron Transfer in Self-Assembled Dimers of 3-Fold Symmetric Donor−Acceptor Molecules Based on Perylene-3,4:9,10-bis(dicarboximide)

  摘要：

  The influence of pi-stacking on photoinduced electron transfer in a series of donor-acceptor molecules attached to a 3-fold symmetric scaffold was studied. The donor-acceptor unit is a DEA-PDI pair (DEA = N,N-diethylaniline; PDI = perylene-3,4:9,10-bis(dicarboximide)), in which the 4-position of DEA is covalently attached to the nitrogen atom of one imide of PDI. One, two, or three DEA-PDI units are attached to the para position of one of the phenyl groups of 1,3,5-triphenylbenzene, using the other PDI imide group to form mono-, his-, and tris(DEA-PDI). These molecules demonstrate an increasing tendency to self-assemble into pi-stacked dimers in solution in the order mono(DEA-PDI) much less than bis(DEA-PDI) < tris(DEA-PDI). Photoinduced electron transfer in both the monomers and self-assembled dimers was studied by femtosecond transient absorption spectroscopy. The charge separation (CS) and charge recombination time (CR) constants are found to be independent of pi-stacking aptitudes, while the transient spectral features differ significantly upon dimerization. The electronic interactions imposed by pi-stacking appear to change the energies of the ground, excited, and ionic states of DEA-PDI to a similar extent, which results in similar energies for CS and CR within the monomers and dimers.

  DOI：

  10.1021/jp048883u