4-(4-formylphenyl)-7-phenyl-2,1,3-benzothiadiazole | 830325-99-0

• 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: 4-(4-formylphenyl)-7-phenyl-2,1,3-benzothiadiazole
• 英文别名: 4-(7-Phenyl-2,1,3-benzothiadiazol-4-yl)benzaldehyde；4-(7-phenyl-2,1,3-benzothiadiazol-4-yl)benzaldehyde
• CAS: 830325-99-0
• 化学式: C₁₉H₁₂N₂OS
• 分子量: 316.383
• InChiKey: VFKFVPNLFGUPFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-formylphenyl)-7-phenyl-2,1,3-benzothiadiazole 、 肌氨酸 、 足球烯 以 对二甲苯 为溶剂， 以23%的产率得到
  参考文献：
  名称：

  Photoinduced Charge Separation and Charge Recombination in [60]Fullerene-(Benzothiadiazole-Triphenylamine) Based Dyad in Polar Solvents

  摘要：

  The molecular dyad C-60-(BTD-TPA) consisting of an electron donor triphenylamine-appended 2,1,3-benzothiadiazole chromophore (BTD-TPA) unit covalently linked to an electron acceptor [60]fullerene has been synthesized. The photoinduced electron transfer in C-60-(BTD-TPA) has been studied in polar and nonpolar solvents using time-resolved transient absorption and fluorescence measurements. By fluorescence lifetime measurements in picosecond time regions, the excitation of the C-60 moiety leads to the formation Of C-60(.-)-(BTD-TPA)(.+) efficiently via the singlet excited state of the C-60 moiety. Excitation of the BTD-TPA moiety leads to initial energy transfer to C-1(60)*-(BTD-TPA), from which electron transfer occurs to form C-60(.-)-(BTD-TPA)(.+). In the nanosecond time region, C-60(.-)-(BTD-TPA)(.+) in which the radical cation (hole) delocalizes in the BTD-TPA moiety is persistent for 690 ns in DMF at room temperature. From the temperature dependence of the charge-recombination rate constants, which gave the Marcus parameters, we attempted to reveal the origins of long persistent C-60(.-)-(BTD-TPA)(.+) in DMF.

  DOI：

  10.1021/jp045534r
• 作为产物：
  描述：

  4,7-二溴-2,1,3-苯并噻二唑 、 4-甲酰基苯硼酸 、 苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 苯 为溶剂， 以84%的产率得到4-(4-formylphenyl)-7-phenyl-2,1,3-benzothiadiazole
  参考文献：
  名称：

  Photoinduced Charge Separation and Charge Recombination in [60]Fullerene-(Benzothiadiazole-Triphenylamine) Based Dyad in Polar Solvents

  摘要：

  The molecular dyad C-60-(BTD-TPA) consisting of an electron donor triphenylamine-appended 2,1,3-benzothiadiazole chromophore (BTD-TPA) unit covalently linked to an electron acceptor [60]fullerene has been synthesized. The photoinduced electron transfer in C-60-(BTD-TPA) has been studied in polar and nonpolar solvents using time-resolved transient absorption and fluorescence measurements. By fluorescence lifetime measurements in picosecond time regions, the excitation of the C-60 moiety leads to the formation Of C-60(.-)-(BTD-TPA)(.+) efficiently via the singlet excited state of the C-60 moiety. Excitation of the BTD-TPA moiety leads to initial energy transfer to C-1(60)*-(BTD-TPA), from which electron transfer occurs to form C-60(.-)-(BTD-TPA)(.+). In the nanosecond time region, C-60(.-)-(BTD-TPA)(.+) in which the radical cation (hole) delocalizes in the BTD-TPA moiety is persistent for 690 ns in DMF at room temperature. From the temperature dependence of the charge-recombination rate constants, which gave the Marcus parameters, we attempted to reveal the origins of long persistent C-60(.-)-(BTD-TPA)(.+) in DMF.

  DOI：

  10.1021/jp045534r

文献信息

• Photoinduced Charge Separation and Charge Recombination in [60]Fullerene-(Benzothiadiazole-Triphenylamine) Based Dyad in Polar Solvents
  作者：Atula S. D. Sandanayaka、Kyohei Matsukawa、Tsutomu Ishi-i、Shuntaro Mataka、Yasuyuki Araki、Osamu Ito

  DOI：10.1021/jp045534r

  日期：2004.12.1

  The molecular dyad C-60-(BTD-TPA) consisting of an electron donor triphenylamine-appended 2,1,3-benzothiadiazole chromophore (BTD-TPA) unit covalently linked to an electron acceptor [60]fullerene has been synthesized. The photoinduced electron transfer in C-60-(BTD-TPA) has been studied in polar and nonpolar solvents using time-resolved transient absorption and fluorescence measurements. By fluorescence lifetime measurements in picosecond time regions, the excitation of the C-60 moiety leads to the formation Of C-60(.-)-(BTD-TPA)(.+) efficiently via the singlet excited state of the C-60 moiety. Excitation of the BTD-TPA moiety leads to initial energy transfer to C-1(60)*-(BTD-TPA), from which electron transfer occurs to form C-60(.-)-(BTD-TPA)(.+). In the nanosecond time region, C-60(.-)-(BTD-TPA)(.+) in which the radical cation (hole) delocalizes in the BTD-TPA moiety is persistent for 690 ns in DMF at room temperature. From the temperature dependence of the charge-recombination rate constants, which gave the Marcus parameters, we attempted to reveal the origins of long persistent C-60(.-)-(BTD-TPA)(.+) in DMF.