bis{2-[bis(5-(ethoxycarbonyl)-4-ethyl-3-methylpyrrol-2-yl)methyl]phenyl} ether | 916844-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis{2-[bis(5-(ethoxycarbonyl)-4-ethyl-3-methylpyrrol-2-yl)methyl]phenyl} ether
• CAS: 916844-10-5
• 化学式: C₅₄H₆₆N₄O₉
• 分子量: 915.139
• InChiKey: BLOUKAOGGZORRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.34
• 重原子数：
  67.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  177.59
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  bis{2-[bis(5-(ethoxycarbonyl)-4-ethyl-3-methylpyrrol-2-yl)methyl]phenyl} ether 在 sodium hydroxide 、 对甲苯磺酸 作用下， 以 甲醇 、 二乙二醇 为溶剂， 反应 52.0h， 生成 bis[2-(2,8,13,17-tetraethyl-3,7,12,18-tetramethylporphyrin-5-yl)phenyl] ether
  参考文献：
  名称：

  Persistent Electron-Transfer State of a π-Complex of Acridinium Ion Inserted between Porphyrin Rings of Cofacial Bisporphyrins

  摘要：

  A free-base cofacial bisporphyrin, H(4)DPOx, forms a pi-complex with acridinium ion (AcH+) by pi-pi interaction in benzonitrile (PhCN). Formation of the H(4)DPOx-AcH+ pi-complex was probed by UV-vis and NMR spectroscopy. The binding constant between AcH+ and H(4)DPOx is determined as 9.7 x 10(4) M-1. Photoinduced electron transfer (ET) from the H(4)DPOx to the AcH+ moiety occurred efficiently in the d-complex to form the ET state (H(4)DPOx(center dot+)-AcH center dot). The ET state is successfully detected by laser flash photolysis. The lifetime of the ET state is 18 mu s in PhCN at 298 K, and the quantum yield of the ET state is 90%. The temperature dependence of the ET state lifetime has been examined in the range from 273 to 353 K. The ET state lifetime exhibited a large temperature dependence, and the linear plot of In(k(BET) T-1/2) vs T-1, in accordance with the Marcus equation, affords the ET reorganization energy (0.54 eV). As a result, a remarkably long-lived ET state has been attained at low temperature, and virtually no decay of the ET state was observed at 77 K. Such an extremely long-lived ET state is indeed detected by steadystate UV-vis absorption spectroscopy.

  DOI：

  10.1021/ja064678b
• 作为产物：
  描述：

  2-(ethyloxycarbonyl)-3-ethyl-4-methylpyrrole 、 2,2'-二甲酰二苯醚 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以85%的产率得到bis{2-[bis(5-(ethoxycarbonyl)-4-ethyl-3-methylpyrrol-2-yl)methyl]phenyl} ether
  参考文献：
  名称：

  Persistent Electron-Transfer State of a π-Complex of Acridinium Ion Inserted between Porphyrin Rings of Cofacial Bisporphyrins

  摘要：

  A free-base cofacial bisporphyrin, H(4)DPOx, forms a pi-complex with acridinium ion (AcH+) by pi-pi interaction in benzonitrile (PhCN). Formation of the H(4)DPOx-AcH+ pi-complex was probed by UV-vis and NMR spectroscopy. The binding constant between AcH+ and H(4)DPOx is determined as 9.7 x 10(4) M-1. Photoinduced electron transfer (ET) from the H(4)DPOx to the AcH+ moiety occurred efficiently in the d-complex to form the ET state (H(4)DPOx(center dot+)-AcH center dot). The ET state is successfully detected by laser flash photolysis. The lifetime of the ET state is 18 mu s in PhCN at 298 K, and the quantum yield of the ET state is 90%. The temperature dependence of the ET state lifetime has been examined in the range from 273 to 353 K. The ET state lifetime exhibited a large temperature dependence, and the linear plot of In(k(BET) T-1/2) vs T-1, in accordance with the Marcus equation, affords the ET reorganization energy (0.54 eV). As a result, a remarkably long-lived ET state has been attained at low temperature, and virtually no decay of the ET state was observed at 77 K. Such an extremely long-lived ET state is indeed detected by steadystate UV-vis absorption spectroscopy.

  DOI：

  10.1021/ja064678b