1,4-bis(zinc 10,15,29-trimesitylporphin-5-yl)benzene | 218155-82-9

• 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: 1,4-bis(zinc 10,15,29-trimesitylporphin-5-yl)benzene
• CAS: 218155-82-9
• 化学式: C₁₀₀H₈₆N₈Zn₂
• 分子量: 1530.62
• InChiKey: SVDUKNJNKHMWJP-XCOZIBGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  1,4-bis(10,15,20-trimesitylporphin-5-yl)benzene 、 zinc(II) acetate dihydrate 以 甲醇 、 氯仿 为溶剂， 以100%的产率得到1,4-bis(zinc 10,15,29-trimesitylporphin-5-yl)benzene
  参考文献：
  名称：

  Excited-State Energy Transfer and Ground-State Hole/Electron Hopping in p-Phenylene-Linked Porphyrin Dimers

  摘要：

  The ground- and excited-state properties of a series of p-phenylene-linked porphyrin dimers have been examined using a variety of static and time-resolved spectroscopic techniques. The dimers consist of a zinc porphyrin and a free base (Fb) porphyrin (ZnFb Phi), two zinc porphyrins (Zn(2)Phi), or two Fb porphyrins (Fb(2)Phi). In each array, the porphyrins are joined by the p-phenylene linker at one meso position, with the nonlinking meso positions bearing mesityl groups. Three analogous dimers in which the mesityl groups are replaced with pentafluorophenyl groups (F(30)ZnFb Phi, F(30)Zn(2)Phi, and F(30)Fb(2)Phi) Were also synthesized and characterized. The excited-state energy-transfer rate from the photoexcited Zn porphyrin to the Fb porphyrin is (3.5 ps)(-1) for ZnFb Phi, and (10 ps)(-1) for F(30)ZnFb Phi. The quantum yields of excited-state energy transfer are greater than or equal to 99% for both complexes. The energy-transfer rates in the p-phenylene-linked dimers are considerably faster than those observed for the analogous dimers containing a diphenylethyne linker ((24 ps)(-1), ZnFbU; (240 ps)(-1), F(30)ZnFbU). At these distances, both through bond and through space contributions to the electronic coupling are important. The faster energy-transfer rates in the p-phenylene- versus diarylethyne-linked dimers are attributed to enhanced electronic coupling between the porphyrins in the former dimers arising primarily from the shorter inter-porphyrin separation. The electronic coupling in the p-phenylene-linked dimers is sufficient to support ultrafast energy transfer in both ZnFb Phi and F(30)ZnFb Phi, but is not so large as to significantly perturb the redox or inherent lowest excited-state photophysical properties of the porphyrin constituents. Electronic perturbations resulting from fluorination have little effect on the energy-transfer rates in the p-phenylene-linked dimers, but the rates of room-temperature ground-state hole/electron hopping processes in the corresponding monocation radicals of the bis-Zn analogues of the p-phenylene-linked dimers (greater than or equal to(0.05 mu s)(-1), [Zn(2)Phi](+); less than or equal to(2.5 mu s)(-1), [F(30)Zn(2)Phi](+)) are significantly influenced by the fluorination-induced changes in the electronic structure. Collectively, these characteristics make these constructs attractive candidates for incorporation into extended multi-porphyrin arrays for a variety of molecular photonics applications.

  DOI：

  10.1021/jp982729o