2,5-dibenzyl-3,6-bis(4'-butoxy-[1,1'-biphenyl]-4-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione | 1227952-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-dibenzyl-3,6-bis(4'-butoxy-[1,1'-biphenyl]-4-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• 英文别名: 2,5-dibenzyl-3,6-bis-(4'-butoxy-biphenyl-4-yl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione；2,5-Dibenzyl-1,4-bis[4-(4-butoxyphenyl)phenyl]pyrrolo[3,4-c]pyrrole-3,6-dione；2,5-dibenzyl-1,4-bis[4-(4-butoxyphenyl)phenyl]pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1227952-57-9
• 化学式: C₅₂H₄₈N₂O₄
• 分子量: 764.964
• InChiKey: FGXSWAIJIVAHPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  932.4±65.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  58
• 可旋转键数：
  16
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,5-dibenzyl-3,6-bis(4-chlorophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 、 4-丁氧基苯硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 palladium diacetate 作用下， 以 四氢呋喃 为溶剂， 反应 23.0h， 以93%的产率得到2,5-dibenzyl-3,6-bis(4'-butoxy-[1,1'-biphenyl]-4-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Solid-state structure and optical properties of highly fluorescent diketopyrrolopyrrole derivatives synthesized by cross-coupling reaction

  摘要：

  Diketopyrrolopyrrole (DPP) derivatives with four different substituents were synthesized by cross-coupling reactions. The DPP derivatives were investigated in terms of their solid-state structure, absorption, emission, and electrochemistry. The electron-donating property of each substituent causes a redshift of UV/vis absorption and emission in the solution state. Although all of the DPP derivatives have high quantum yields in solution, only butoxyphenyl-substituted DPP exhibits strong emission in the solid state. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.067

文献信息

• Detection of nitroaromatic vapours with diketopyrrolopyrrole thin films: exploring the role of structural order and morphology on thin film properties and fluorescence quenching efficiency
  作者：Monika Warzecha、Jesus Calvo-Castro、Alan R. Kennedy、Alisdair N. Macpherson、Kenneth Shankland、Norman Shankland、Andrew J. McLean、Callum J. McHugh

  DOI：10.1039/c4cc08468c

  日期：——

  Sensitive optical detection of nitroaromatic vapours with diketopyrrolopyrrole thin films is reported for the first time.

  第一次报道了使用二酮吡咯吡咯薄膜对硝基芳香蒸气进行敏感光学检测。
• Solid-state structure and optical properties of highly fluorescent diketopyrrolopyrrole derivatives synthesized by cross-coupling reaction
  作者：Junpei Kuwabara、Takuya Yamagata、Takaki Kanbara

  DOI：10.1016/j.tet.2010.03.067

  日期：2010.5

  Diketopyrrolopyrrole (DPP) derivatives with four different substituents were synthesized by cross-coupling reactions. The DPP derivatives were investigated in terms of their solid-state structure, absorption, emission, and electrochemistry. The electron-donating property of each substituent causes a redshift of UV/vis absorption and emission in the solution state. Although all of the DPP derivatives have high quantum yields in solution, only butoxyphenyl-substituted DPP exhibits strong emission in the solid state. (C) 2010 Elsevier Ltd. All rights reserved.