1,3-bis(4-(tert-butoxycarbonylamino)phenyl)propan-2-one | 1020654-57-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,3-bis(4-(tert-butoxycarbonylamino)phenyl)propan-2-one
• CAS: 1020654-57-2
• 化学式: C₂₅H₃₂N₂O₅
• 分子量: 440.539
• InChiKey: QLTVTNVJBLVCKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  93.73
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,3-bis(4-(tert-butoxycarbonylamino)phenyl)propan-2-one 、 联苯甲酰 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以30%的产率得到2,5-bis(4-(tert-butoxycarbonylamino)phenyl)-3,4-diphenylcyclopenta-2,4-dienone
  参考文献：
  名称：

  Predicting the UV−Vis Spectra of Tetraarylcyclopentadienones:  Using DFT Molecular Orbital Energies to Model Electronic Transitions of Organic Materials

  摘要：

  Tetraphenylcyclopentadienone, due to its intrinsically low HOMO-LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear to be associated with the relevant pi orbitals of unsubstituted cyclopentadienone. Using previously developed carbonylative coupling reactions, a series of tetraarylcyclopentadienones was synthesized, accessing a range of substituents not previously available. The UV-vis spectra of these molecules were compared to their calculated wave functions and predicted transitions. A quantitative structure-activity relationship was discovered that may greatly simplify prediction of band gaps for oligomers and polymers built from these tetraarylcyclopentadienones.

  DOI：

  10.1021/jo701676x
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 1,3-bis-(4-nitrophenyl)-propan-2-one 在 palladium on activated charcoal calcium hydroxide 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 18.0h， 以99.9%的产率得到1,3-bis(4-(tert-butoxycarbonylamino)phenyl)propan-2-one
  参考文献：
  名称：

  Predicting the UV−Vis Spectra of Tetraarylcyclopentadienones:  Using DFT Molecular Orbital Energies to Model Electronic Transitions of Organic Materials

  摘要：

  Tetraphenylcyclopentadienone, due to its intrinsically low HOMO-LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear to be associated with the relevant pi orbitals of unsubstituted cyclopentadienone. Using previously developed carbonylative coupling reactions, a series of tetraarylcyclopentadienones was synthesized, accessing a range of substituents not previously available. The UV-vis spectra of these molecules were compared to their calculated wave functions and predicted transitions. A quantitative structure-activity relationship was discovered that may greatly simplify prediction of band gaps for oligomers and polymers built from these tetraarylcyclopentadienones.

  DOI：

  10.1021/jo701676x