5,5''-bis(4-nitrophenyl)-2,2':5',2''-terthiophene | 1439363-04-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5,5''-bis(4-nitrophenyl)-2,2':5',2''-terthiophene
• CAS: 1439363-04-8
• 化学式: C₂₄H₁₄N₂O₄S₃
• 分子量: 490.584
• InChiKey: VOFPUXZSWUDWAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.36
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.28
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2,5-二溴噻吩 、 4-硝基苯基硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 以16%的产率得到5,5''-bis(4-nitrophenyl)-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Environment-responsive multicolor fluorescent dyes based on nitrophenyl or nitrophenylethynyl oligothiophene derivatives: correlation between fluorescence and π-conjugation length

  摘要：

  We report the unique environment-responsive fluorescence of nitrophenyl or nitrophenylethynyl oligothiophene derivatives with different numbers of thiophene rings. With an increase in the number of thiophene rings, the maximum fluorescence quantum yield (Phi(F)) was obtained even in low-polarity solvents. For 5,5 ''-bis(4-nitropheny1)-2,2'-bithiophene (BNP2T), a nitro-group-containing fluorescent dye without a strong donor moiety, the maximum Phi(F) of 0.43 was observed in CHCl3, which is a large value, and multicolor fluorescence with a moderate quantum yield was observed in various solvents. Thus, we can design functional nitrophenyl-based fluorescent dyes that would find applications as bioimaging probes, polarity sensors, etc. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.054

文献信息

• Environment-responsive multicolor fluorescent dyes based on nitrophenyl or nitrophenylethynyl oligothiophene derivatives: correlation between fluorescence and π-conjugation length
  作者：Sojiro Hachiya、Kengo Asai、Gen-ichi Konishi

  DOI：10.1016/j.tetlet.2013.03.054

  日期：2013.6

  We report the unique environment-responsive fluorescence of nitrophenyl or nitrophenylethynyl oligothiophene derivatives with different numbers of thiophene rings. With an increase in the number of thiophene rings, the maximum fluorescence quantum yield (Phi(F)) was obtained even in low-polarity solvents. For 5,5 ''-bis(4-nitropheny1)-2,2'-bithiophene (BNP2T), a nitro-group-containing fluorescent dye without a strong donor moiety, the maximum Phi(F) of 0.43 was observed in CHCl3, which is a large value, and multicolor fluorescence with a moderate quantum yield was observed in various solvents. Thus, we can design functional nitrophenyl-based fluorescent dyes that would find applications as bioimaging probes, polarity sensors, etc. (C) 2013 Elsevier Ltd. All rights reserved.