meso-diphenyltetrabenzoporphyrin zinc | 132040-16-5

• 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: meso-diphenyltetrabenzoporphyrin zinc
• CAS: 132040-16-5
• 化学式: C₄₈H₂₈N₄Zn
• 分子量: 726.167
• InChiKey: YVCOOILUYMWVAY-XBNDDHQTSA-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：

  氧气 、 meso-diphenyltetrabenzoporphyrin zinc 在 氧气 作用下， 以 1,4-二氧六环 、 吡啶 为溶剂， 生成 oxygen
  参考文献：
  名称：

  Singlet oxygen generation by tetrabenzoporphyrins as photosensitizer

  摘要：

  The efficiency of the photosensitized generation of singlet oxygen (O-1(2)) with meso-phenyl substituted tetrabenzoporphyrin metallo complexes as sensitizer was determined from the limiting quantum yield of the (+)-limonene photooxygenation and compared with that of hematoporphyrin (HP), which has been known to serve as an effective sensitizer, using a He-Ne laser light (633 mm). Among the diamagnetic (Mg, Zn, and Cd) complexes treated here, the Zn complexes were most efficient for the (+)-limonene photooxygenation with the limiting quantum yields of PHI(-A) = 0.4. This result was comparable to that of HP. The direct observation of the intensity of O-1(2) emission by the laser flash photolysis technique supported these results.

  DOI：

  10.1016/s0020-1693(00)85070-7
• 作为产物：
  描述：

  zinc diacetate 、 3-benzylidenephthalimidine 以 neat (no solvent) 为溶剂， 生成 meso-diphenyltetrabenzoporphyrin zinc
  参考文献：
  名称：

  Oxidative fluorescence quenching of meso-diphenyltetrabenzoporphyrins with onium salts

  摘要：

  The fluorescence quenching of either meso-diphenyltetrabenzoporphyrin zinc or magnesium complexes, ZnP2TBP and MgP2TBP, respectively, by onium salts has been studied in acetonitrile. The dependence of the fluorescence quenching rate constants, k(q), on the free energy change, DELTA-G, indicates that the photosensitization between these substances primarily takes place based on the photoinduced electron transfer from the singlet excited TBP molecule to the quencher.

  DOI：

  10.1016/s0020-1693(00)82987-4

文献信息

• Formation of tetrabenzoporphine skeleton by the reactions of phthalimide with zinc carbonates
  作者：Kunihiro Ichimura、Masako Sakuragi、Hisayuki Morii、Madoka Yasuike、Yasumasa Toba、Masaru Fukui、Osamu Ohno

  DOI：10.1016/s0020-1693(00)87937-2

  日期：1991.8

  The high temperature reactions of phthalimide potassium salt (PIK) with various zinc carbonates were carried out. The reaction of PIK with zinc acetate yielded tetrabenzoporphinato zinc (ZnTBP). Tetra-tert-butyltetrabenzoporphinato zinc (ZntBu4TBP), whose four tert-butyl substituents were positioned on the TBP periphery, was also prepared in a similar way using the 4-tert-butylphthalimide potassium salt (4-tBuPIK). These results were explained on the basis of the function of zinc acetate as the meso-methine carbon source of the TBP structure. The use of zinc phenylacetate instead of zinc acetate in the reaction of PIK led to the production of meso-phenyl substituted ZnTBPs, although they were different in the number of meso-phenyl substituent(s). The attempt to introduce alkyl residues at the meso-position(s) by the reaction of PIK in the presence of zinc alkylacetate having a long alkyl chain was not successful, except for the substitution of the methyl group using zinc propionate.
• Optical and redox properties of meso-diphenyltetrabenzoporphyrins
  作者：Madoka Yasuike、Tsuguo Yamaoka、Osamu Ohno、Kunihiro Ichimura、Hisayuki Morii、Masako Sakuragi

  DOI：10.1016/s0020-1693(00)81674-6

  日期：1991.7

  The meso-diphenyltetrabenzoporphyrin zinc complex (1b, ZnP2TBP) having two phenyl substituents at the neighboring meso-positions was isolated by the careful purification of the reaction product of 3-benzylidenephthalimidine (3-BPI) with zinc acetate. The treatment of 1b with trifluoroacetic acid led to the successful demetalation of 1b to its metal free compound (1e, H2P2TBP). Hence, the other divalent metallic complexes such as magnesium (1a), cadmium (1c) and palladium (1d) were readily prepared by metal insertion into 1e with the appropriate metal sources. The well-defined structural elucidation of these meso-diphenyltetrabenzoporphyrins (P2TBP) has enabled us to determine their electrochemical and optical properties. Among the metallo P2TBPs discussed here, the Mg complex possesses both the lowest oxidation and reduction potentials whilst the Pd complex has the highest oxidation and reduction potentials. This result was explained on the basis of the induction effect on the porphyrin ring current by the central metal ion. The absorption maxima of these metallo P2TBPs were also affected by the central metal ions. Since these TBPs reasonably fluoresce at room temperature and phosphoresce at 77 K as in the case of the corresponding metallotetraphenylporphyrins (TPP), their excited state energies were measurable. Their fluorescence quantum yields (PHI-f)and lifetimes (tau-f) obeyed the heavy atom effect by the central metal ions. Finally, we also discussed their redox properties in the excited states.
• Reinvestigation of synthetic methods for zinc meso-tetraphenyltetrabenzoporphyrin
  作者：Kunihiro Ichimura、Masako Sakuragi、Hisayuki Morii、Madoka Yasuike、Masaru Fukui、Osamu Ohno

  DOI：10.1016/s0020-1693(00)85087-2

  日期：1990.10