Zn(tetraphenylporphyrin)(COOH) | 1240423-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Zn(tetraphenylporphyrin)(COOH)
• 英文别名: ZnTPP(COOH)
• CAS: 1240423-31-7
• 化学式: C₄₅H₂₈N₄O₂Zn
• 分子量: 722.133
• InChiKey: ZMBJSJSRDIMUEH-OWQDCWHVSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  ZnTPP(CHO) 在 盐酸羟胺 、 三乙胺 、 苯酐 作用下， 以 乙腈 为溶剂， 反应 7.5h， 以91%的产率得到Zn(tetraphenylporphyrin)(COOH)
  参考文献：
  名称：

  One-pot synthesis of β-carboxy tetra aryl porphyrins: potential applications to dye-sensitized solar cells

  摘要：

  A facile one-pot conversion of 2-formy1-5,10,15,20-tetra aryl-substituted porphyrins and their zinc derivatives to the corresponding 2-carboxy-5,10,15,20-tetra aryl-substituted porphyrins was achieved for the first time by using hydroxylamine hydrochloride and phthalic anhydride. All these substituted carboxy porphyrins were completely characterized by using mass, CHN analysis, H-1 NMR, UV-vis, Fluorescence spectroscopies, and cyclic voltammetry. Both the absorption maxima and emission maxima were red shifted by 5-7 nm. The LUMO of these porphyrins are above the TiO2 conduction band and HOMO was below the redox electrolytes. These carboxy porphyrins are potential applications as sensitizers to dye-sensitized solar cell. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.088

文献信息

• Mono- and tri-β-substituted unsymmetrical metalloporphyrins: synthesis, structural, spectral and electrochemical properties
  作者：Kamal Prakash、Ravi Kumar、Muniappan Sankar

  DOI：10.1039/c5ra12711d

  日期：——

  electronegativity of the core metal ion. These porphyrins exhibited tunable electronic spectral and redox properties with modulated frontier orbitals by means of mono- and tri-β-substituents which are in direct conjugation with the porphyrin π-system. DFT studies of these porphyrins revealed that mono-substituted porphyrins are nearly planar whereas tri-substituted porphyrins have a moderate nonplanar conformation

  单-/三-β-取代的金属卟啉，即。MTPP（X）Y 2（X = CHO，CH 2 OH，COOH; Y = H，Br，Ph; M = 2H，Co（II），Ni（II），Cu（II），Zn（II））具有合成并表征。这项工作检查β取代对MTPP（X）和MTPP（CHO）Y 2的结构，光谱和电化学氧化还原特性的影响。通过在MTPP骨架上引入电子给体（CH 2 OH和Ph）和受体（CHO，COOH和Br）来实现氧化还原可调性。显着减小HOMO-LUMO间隙，并以Δa 1u的较大幅度增加观察到随着吸电子基团数目的增加。光谱和电化学氧化还原电势受核心金属离子的外围β-取代基和电负性的影响。这些卟啉通过与卟啉π系统直接结合的单和三β取代基表现出具有可调的前沿轨道的可调电子光谱和氧化还原特性。这些卟啉的DFT研究表明，单取代的卟啉几乎是平面的，而三取代的卟啉具有中等的非平面构象。