N-[5-(15-bromo-10,20-diphenylporphinato)zinc(II)]-N'-(octyl)pyromellitic diimide | 403830-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N-[5-(15-bromo-10,20-diphenylporphinato)zinc(II)]-N'-(octyl)pyromellitic diimide
• CAS: 403830-46-6
• 化学式: C₅₀H₃₇BrN₆O₄Zn
• 分子量: 931.176
• InChiKey: NMXFXQKHRHIGLJ-NJBYXGQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  N-[5-(15-bromo-10,20-diphenylporphinato)zinc(II)]-N'-(octyl)pyromellitic diimide 、 zinc(II) chloride 、 三甲基乙炔基硅 在 四(三苯基膦)钯 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到N-[5-(15-(2-(triisopropylsilyl)ethynyl)-10,20-diphenylporphinato)zinc(II)]-N'-(octyl)pyromellitic diimide
  参考文献：
  名称：

  Synthesis, Excited-State Dynamics, and Reactivity of a Directly-Linked Pyromellitimide−(Porphinato)zinc(II) Complex

  摘要：

  N-[5-(10,20-Diphenylporphinato)zinc(ll)]-N'-(octyl)pyromellitic diimide (PZn-Pl), a meso-pyromellitimide-substituted (porphinato)zinc(II) compound, has been fabricated from the reaction of (5-amino-10,20-diphenylporphinato)zinc(II) with pyromellitic dianhydride in the presence of octylamine. Interrogation of the photoinduced charge separation (CS) and thermal charge recombination (CR) electron-transfer (ET) dynamics for PZn-Pl in CH2Cl2 via pumpprobe transient absorption spectroscopic methods shows that tau(cs) and tau(CR) are 770 and 5200 fs, respectively. These ET dynamics differ from those elucidated previously for closely related 5-quinonyl-substituted (porphinato)metal compounds, and derive from the fact that the low-lying excited states for PZn-PI are porphyrin-localized, possessing little charge-transfer character. The synthesis of N-{5-[15-(2-(triisopropylsilyl)ethynyl)-10,20-diphenylporphinato]zinc(ll)}-N'-(octyl)pyromellitic diimide demonstrates that PZn-Pl can be halogenated at its 15-meso-position and used subsequently as a substrate in metal-catalyzed cross-coupling reactions; the reactivity of PZn-Pl is unusual with respect to many directly linked donor-acceptor compounds in that it is stable to these oxidizing and reducing reaction conditions.

  DOI：

  10.1021/ic0108641
• 作为产物：
  描述：

  N-溴代丁二酰亚胺(NBS) 、 N-[5-(10,20-diphenylporphirinato) zinc(II)]-N'-(octyl)pyromellitic diimide 以 二氯甲烷 为溶剂， 以99%的产率得到N-[5-(15-bromo-10,20-diphenylporphinato)zinc(II)]-N'-(octyl)pyromellitic diimide
  参考文献：
  名称：

  Synthesis, Excited-State Dynamics, and Reactivity of a Directly-Linked Pyromellitimide−(Porphinato)zinc(II) Complex

  摘要：

  N-[5-(10,20-Diphenylporphinato)zinc(ll)]-N'-(octyl)pyromellitic diimide (PZn-Pl), a meso-pyromellitimide-substituted (porphinato)zinc(II) compound, has been fabricated from the reaction of (5-amino-10,20-diphenylporphinato)zinc(II) with pyromellitic dianhydride in the presence of octylamine. Interrogation of the photoinduced charge separation (CS) and thermal charge recombination (CR) electron-transfer (ET) dynamics for PZn-Pl in CH2Cl2 via pumpprobe transient absorption spectroscopic methods shows that tau(cs) and tau(CR) are 770 and 5200 fs, respectively. These ET dynamics differ from those elucidated previously for closely related 5-quinonyl-substituted (porphinato)metal compounds, and derive from the fact that the low-lying excited states for PZn-PI are porphyrin-localized, possessing little charge-transfer character. The synthesis of N-{5-[15-(2-(triisopropylsilyl)ethynyl)-10,20-diphenylporphinato]zinc(ll)}-N'-(octyl)pyromellitic diimide demonstrates that PZn-Pl can be halogenated at its 15-meso-position and used subsequently as a substrate in metal-catalyzed cross-coupling reactions; the reactivity of PZn-Pl is unusual with respect to many directly linked donor-acceptor compounds in that it is stable to these oxidizing and reducing reaction conditions.

  DOI：

  10.1021/ic0108641