5-(4-氨基苯基)-10,15,20-三(4-硝基苯基)卟啉 | 142781-55-3

• 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
• 中文名称: 5-(4-氨基苯基)-10,15,20-三(4-硝基苯基)卟啉
• 英文名称: 5-(4-aminophenyl)-10,15,20-tris(4-nitrophenyl)porphyrin
• CAS: 142781-55-3
• 化学式: C₄₄H₂₈N₈O₆
• 分子量: 764.756
• InChiKey: JBMIVNYYQHBKMV-LWQDQPMZSA-N

物化性质

• 密度：
  1.447±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.63
• 重原子数：
  58.0
• 可旋转键数：
  7.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  212.8
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2,6-bis(4-methyl piperazin-1-yl-methyl)-4-formyl phenol 、 5-(4-氨基苯基)-10,15,20-三(4-硝基苯基)卟啉 以 四氢呋喃 为溶剂， 反应 18.0h， 以0.25 g的产率得到5-[4-(2,6-bis(4-methylpiperazine-1-yl-methyl)-4-iminomethylphenol)phenyl]-10,15,20-tris(4-nitrophenyl)porphyrin
  参考文献：
  名称：

  推挽式卟啉及其金属配合物的光谱、氧化还原和生物学研究

  摘要：

  我们合成了一系列在中间位置上含有供体和受体取代基的推挽式卟啉，并检查了它们的光谱和生物学特性。推挽式卟啉在中间位置含有强供体 NH2 和受体 NO2，其中供体基团与配体 (2,6-bis(4-methylpiperazine-1-yl-methyl)-4-formlyphenol (L ) 与卟啉形成亚胺键。席夫碱配体 5-[4(2,6-bis(4-methylpiperazine-1-yl-methyl)-4-iminomethylphenol)phenyl]-10,15,20-tris(4 -nitrophenyl) porphyrin [an3(TPP)L] 可以由 2,6-bis(4-methylpiperazine-1-yl-methyl)-4-formylphenol (L) 和 5-(4-aminophenyl)-10, 15 合成,20-三(4-硝基苯基)卟啉。推挽式卟啉[

  DOI：

  10.5012/bkcs.2010.31.9.2656
• 作为产物：
  描述：

  5,10,15,20-tetrakis(4-nitrophenyl)-21,22-dihydroporphyrin 在 盐酸 、 tin(ll) chloride 作用下， 反应 24.0h， 以30%的产率得到5-(4-氨基苯基)-10,15,20-三(4-硝基苯基)卟啉
  参考文献：
  名称：

  推挽卟啉作为非线性光学材料

  摘要：

  由于它们在光通信、数据存储和电光信号处理方面的潜在应用，具有非线性光学 (NLO) 特性的分子已被广泛研究。作为我们对卟啉和金属卟啉作为光响应和场响应材料的兴趣的一部分，我们合成了一系列包含供体和受体取代基的“推拉”卟啉，并研究了它们的 NLO 特性。先前有机系统中分子超极化的增强依赖于沿一维途径的供体受体相互作用。我们的卟啉化合物是二维供体-受体相互作用的原型。卟啉及其大型α-共轭系统提供了一种通用的合成基础，以产生有效的分子内电荷转移 (CT)。如图 1 所示，已经制备了以硝基 (n) 作为电子受体和氨基 (a) 作为电子供体的双官能化四芳基卟啉。H2(an3Por)、H2(cis-a2n2Por) 和 H2(a3nPor) 的合成不涉及多取代卟啉的传统交叉缩合：通常仅以低产率 (<5%) 分离。相反，H2(n4P04), H2(an3Por), H,(trans-a,n,Por),

  DOI：

  10.1021/ja00043a055

文献信息

• Langmuir-Blodgett Films of Amphiphilic Push-Pull Porphyrins
  作者：Homer Chou、Chin-Ti Chen、Kurt F. Stork、Paul W. Bohn、Kenneth S. Suslick

  DOI：10.1021/j100053a003

  日期：1994.1

  A series of nitrophenyl-amidophenyl-substituted porphyrins with n-C17H35 tails have been synthesized and fully characterized. Good Langmuir-Blodgett films of these materials can be prepared on water and transferred successfully to glass slides. Mean molecular areas for the series were measured and found to increase from 80 to 230 Angstrom(2) as the number of aliphatic chains increased from one to four. As determined by linear dichroic measurements, this change in area does not correspond to a change in the orientation of the porphyrin with respect to the surface. In the absence of the steric constraints of multiple aliphatic chains, porphyrin-porphyrin stacking permits close packing of the rings. As the number of aliphatic chains on the porphyrin periphery increases, however, the porphyrin planes must pack more loosely. Thus, the porphyrin macrocycle orientation is determined by interactions between porphyrin rings and between porphyrins and the aqueous (or polar glass) surface. In contrast, the differences in the observed mean molecular area are determined independently by packing constraints imposed by the pendant hydrocarbon chains.
• Synthesis and Characterization of Push-Pull Porphyrins
  作者：Chin-Ti Chen、Shih Jung Hsieh

  DOI：10.1002/jccs.199700005

  日期：1997.2

  AbstractA series of “push‐pull” porphyrins with 4‐nitrophenyl and 4‐aminophenyl substituents were synthesized and separated by flash column chromatographic techniques. They were fully characterized by elemental analysis, FAB‐MS, FTIR, UV‐visible, and 1H NMR spectroscopies. The unsymmetrical π‐electron distribution of the porphyrins caused by the donor (amino) and acceptor (nitro) substituents were investigated by 1H NMR technique. The pyrrole‐H resonance positions can be correlated to the Hammett σ constants of the substituents. Although with strong donor and acceptor substituents, UV‐visible spectra show the push‐pull porphyrins have rather weak solvatochromism and hence limited intramolecular charge‐transfer character.