zinc meso-tetraphenylporphyrin-N'-(n-octyl)pyromellitimide | 684214-05-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: zinc meso-tetraphenylporphyrin-N'-(n-octyl)pyromellitimide
• 英文别名: ZnTPP-PI
• CAS: 684214-05-9
• 化学式: C₆₂H₄₆N₆O₄Zn
• 分子量: 1004.48
• InChiKey: MOVQQRNSLPHATK-TTYMYHKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.15
• 重原子数：
  73.0
• 可旋转键数：
  12.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  132.12
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  [5-bromo-10,15,20-triphenylporphyrinato]zinc(II) 、 N-[4(tributyltin)phenyl]-N'-(n-octyl)pyromellitimide 在 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以52%的产率得到zinc meso-tetraphenylporphyrin-N'-(n-octyl)pyromellitimide
  参考文献：
  名称：

  Competitive Electron Transfer from the S₂ and S₁ Excited States of Zinc meso-Tetraphenylporphyrin to a Covalently Bound Pyromellitimide:  Dependence on Donor−Acceptor Structure and Solvent

  摘要：

  Zinc meso-tetraphenylporphyrin (ZnTPP) is known to have a relatively Slow S-2 --> S-1 internal conversion rate, (1-3 ps)(-1), so that electron transfer from S-2 to a nearby acceptor is possible. We have synthesized two zinc porphyrins in which a pyromellitimide (PI) acceptor is attached to the para position of a meso-phenyl group of the porphyrin (ZnTPP-PI) or to that of a beta-phenyl group of the porphyrin (ZnTPP-beta-PhPI). We report here on competitive electron transfer from the S-2 (excitation at 420 nm) and S-1 states (excitation at 550 nm) of these zinc porphyrins to PI in 2-methyltetrahydrofuran (MTHF) and toluene. Our transient absorption studies show that efficient electron transfer occurs from S-2 of ZnTPP to PI in these porphyrins despite the presence of the intervening phenyl between the zinc porphyrin macrocycle and the PI acceptor. Moreover, the results show that while charge separation from S-1 is about 6 times faster for PI attached to the mesophenyl than for PI attached to the P-phenyl, the opposite is observed for charge separation from S-2. Subsequent charge recombination is 2.6-2.8 times faster for PI attached to the meso-phenyl relative to that of the beta-phenyl. Comparisons of rates between MTHF and toluene show that the ordering of rates is the same for both solvents, although the rate ratios are larger in MTHF than in toluene.

  DOI：

  10.1021/jp037176i