5-(3'-nitro-4'-hydroxyphenyl)-10,15,20-triphenylporphyrin | 131443-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 5-(3'-nitro-4'-hydroxyphenyl)-10,15,20-triphenylporphyrin
• 英文别名: 5-(4-hydroxy-3-nitrophenyl)-10,15,20-triphenylporphyrin
• CAS: 131443-55-5
• 化学式: C₄₄H₂₉N₅O₃
• 分子量: 675.746
• InChiKey: KCJCDGFLZUSGGU-KFLZKQPWSA-N

物化性质

• 熔点：
  >300 °C (decomp)
• 密度：
  1.349±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.94
• 重原子数：
  52.0
• 可旋转键数：
  5.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120.73
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(3'-nitro-4'-hydroxyphenyl)-10,15,20-triphenylporphyrin 在 盐酸 、 tin(II) chloride dihdyrate 、 lanthanum(lll) triflate 作用下， 以 水 、 邻二氯苯 为溶剂， 反应 18.0h， 生成 5-[2-(4-chlorophenyl)benzoxazol-5-yl]-10,15,20-triphenylporphyrin
  参考文献：
  名称：

  Novel 5-benzazolyl-10,15,20-triphenylporphyrins and β,meso-benzoxazolyl-bridged porphyrin dyads: Synthesis, characterization and photophysical properties

  摘要：

  Novel 5-benzazolyl-10,15,20-triphenylporphyrins and beta,meso-benzoxazole-linked diporphyrins were synthesized through La(OTf)(3) catalyzed reaction of newly prepared 5-(3,4-diam nophenyl)-10,15,20-triphenylporphyrin or 5-(3-amino-4-hydroxyphenyl)-10,15,20-triphenylporphyrin with aromatic aldehydes in 1,2-dichlorobenzene. On metalation with zinc acetate, freebase beta,meso-benzoxazole-linked diporphyrin was successfully converted to the Zn-Zn diporphyrin complex in good yield. The synthesized porphyrin analogues were characterized using electronic absorption, IR and H-1 NMR spectroscopy in addition to mass and elemental analyses. The fluorescence studies of 5-benzazolyl-10,15,20-triphenylporphyrins showed efficient intramolecular energy transfer from the pyrene and fluorene subunits to the porphyrin core. In addition, the fluorescence quenching observed in beta-meso-benzoxazolyl-bridged porphyrin dyads was attributed to the possible nonplanarity of it component of the diporphyrins. The freebase-Ni diporphyrin complex underwent strong emission quenching in comparison to that of freebase diporphyrin and dizinc diporphyrin analogues. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.07.022
• 作为产物：
  描述：

  5-(4'-hydroxyphenyl)-10,15,20-triphenylporphyrin 在 硝酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以90%的产率得到5-(3'-nitro-4'-hydroxyphenyl)-10,15,20-triphenylporphyrin
  参考文献：
  名称：

  Novel 5-benzazolyl-10,15,20-triphenylporphyrins and β,meso-benzoxazolyl-bridged porphyrin dyads: Synthesis, characterization and photophysical properties

  摘要：

  Novel 5-benzazolyl-10,15,20-triphenylporphyrins and beta,meso-benzoxazole-linked diporphyrins were synthesized through La(OTf)(3) catalyzed reaction of newly prepared 5-(3,4-diam nophenyl)-10,15,20-triphenylporphyrin or 5-(3-amino-4-hydroxyphenyl)-10,15,20-triphenylporphyrin with aromatic aldehydes in 1,2-dichlorobenzene. On metalation with zinc acetate, freebase beta,meso-benzoxazole-linked diporphyrin was successfully converted to the Zn-Zn diporphyrin complex in good yield. The synthesized porphyrin analogues were characterized using electronic absorption, IR and H-1 NMR spectroscopy in addition to mass and elemental analyses. The fluorescence studies of 5-benzazolyl-10,15,20-triphenylporphyrins showed efficient intramolecular energy transfer from the pyrene and fluorene subunits to the porphyrin core. In addition, the fluorescence quenching observed in beta-meso-benzoxazolyl-bridged porphyrin dyads was attributed to the possible nonplanarity of it component of the diporphyrins. The freebase-Ni diporphyrin complex underwent strong emission quenching in comparison to that of freebase diporphyrin and dizinc diporphyrin analogues. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.07.022

文献信息

• Podand-porphyrins with peripheral chelates
  作者：V. I. Mel'nik、Z. I. Zhilina、S. A. Andronati、V. N. Ganevich、M. V. Babchinskaya

  DOI：10.1007/bf00480833

  日期：1991.4
• Zhang, Hong-Liang; Shi, Wei-Min; Wu, Jian, Heterocycles, <hi>2005</hi>, vol. 65, # 12, p. 3001 - 3006
  作者：Zhang, Hong-Liang、Shi, Wei-Min、Wu, Jian

  DOI：——

  日期：——