4-([2,2':5',2''-terthiophen]-5-yl)-2,6-dihexyl-4H-phospholo[3,2-b:4,5-b']dithiophene | 1584738-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 4-([2,2':5',2''-terthiophen]-5-yl)-2,6-dihexyl-4H-phospholo[3,2-b:4,5-b']dithiophene
• CAS: 1584738-74-8
• 化学式: C₃₂H₃₅PS₅
• 分子量: 610.934
• InChiKey: ROJVRQCGCJOLAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.86
• 重原子数：
  38.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-([2,2':5',2''-terthiophen]-5-yl)-2,6-dihexyl-4H-phospholo[3,2-b:4,5-b']dithiophene 在 双氧水 作用下， 以 氯仿 为溶剂， 以2.8 g的产率得到4-([2,2':5',2''-terthiophen]-5-yl)-2,6-dihexylphospholo[3,2-b:4,5-b']dithiophene 4-oxide
  参考文献：
  名称：

  P ‐Terthienyl‐Functionalized Dithieno[3,2‐ b :2′,3′‐ d ]phospholes

  摘要：

  AbstractA series of dithienophospholes with different P‐thienyl substituents have been synthesized and characterized. Alkyl groups at the 2,6‐positions of the scaffold were introduced for solubility, but were found to also prevent π stacking with this scaffold. Whereas a simple thienyl does not affect the overall photophysics of the dithienophosphole, the installation of terthienyl units creates a considerable subchromophore that can communicate through the phosphole‐typical σ*–π* orbital interaction with the main scaffold. The overall architecture of the terthienyl was also found to have a significant impact on the photophysics of the system. Although a heavily twisted, branched terthienyl does not allow for any intermolecular π‐stacking interaction, the exposed nature of a linear terthiophene does, and gives rise to the formation of excimers in solution, as evident in shifted emission properties as a function of the concentration. Time‐dependent DFT calculations have revealed that in this case, the terthienyl group becomes the main chromophore and the dithienophosphole only plays a supportive role.

  DOI：

  10.1002/ejic.201301065
• 作为产物：
  描述：

  溴己烷 在 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 生成 4-([2,2':5',2''-terthiophen]-5-yl)-2,6-dihexyl-4H-phospholo[3,2-b:4,5-b']dithiophene
  参考文献：
  名称：

  P ‐Terthienyl‐Functionalized Dithieno[3,2‐ b :2′,3′‐ d ]phospholes

  摘要：

  AbstractA series of dithienophospholes with different P‐thienyl substituents have been synthesized and characterized. Alkyl groups at the 2,6‐positions of the scaffold were introduced for solubility, but were found to also prevent π stacking with this scaffold. Whereas a simple thienyl does not affect the overall photophysics of the dithienophosphole, the installation of terthienyl units creates a considerable subchromophore that can communicate through the phosphole‐typical σ*–π* orbital interaction with the main scaffold. The overall architecture of the terthienyl was also found to have a significant impact on the photophysics of the system. Although a heavily twisted, branched terthienyl does not allow for any intermolecular π‐stacking interaction, the exposed nature of a linear terthiophene does, and gives rise to the formation of excimers in solution, as evident in shifted emission properties as a function of the concentration. Time‐dependent DFT calculations have revealed that in this case, the terthienyl group becomes the main chromophore and the dithienophosphole only plays a supportive role.

  DOI：

  10.1002/ejic.201301065