N-(4-acetylaminophenyl)-N'-(4-aminophenyl)-1,4-phenylenediamine | 265324-03-6

• 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: N-(4-acetylaminophenyl)-N'-(4-aminophenyl)-1,4-phenylenediamine
• 英文别名: N-[4-[4-(4-aminoanilino)anilino]phenyl]acetamide
• CAS: 265324-03-6
• 化学式: C₂₀H₂₀N₄O
• 分子量: 332.405
• InChiKey: WWBJOIVHRWIJNM-UHFFFAOYSA-N

物化性质

• 沸点：
  630.5±40.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  79.2
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-萘氧乙酸 、 N-(4-acetylaminophenyl)-N'-(4-aminophenyl)-1,4-phenylenediamine 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以100%的产率得到2-[[[4-[4-(4-acetylaminoanilino)anilino]phenyl]carbamoyl]methoxy]naphthalene
  参考文献：
  名称：

  Synthesis and characterization of porphyrins bearing four redox-active phenylenediamine pendant groups as a dimensionally oriented π-conjugated system

  摘要：

  Porphyrins bearing phenylenediamine pendant groups were synthesized to afford dimensionally oriented pi-conjugated systems. The structural and electronic characteristics depend on the alphaalphaalphaalpha and alphabetaalphabeta atropisomers. In the fluorescence emission spectra, the emission from the porphyrin moiety was almost completely quenched. Zinc complexation of the alphaalphaalphaalpha isomer with zinc(II) acetate led to the corresponding zinc complex. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00828-1
• 作为产物：
  描述：

  4-Acetamido-N-phenylaniline 、 对苯二胺 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到N-(4-acetylaminophenyl)-N'-(4-aminophenyl)-1,4-phenylenediamine
  参考文献：
  名称：

  Synthesis and characterization of porphyrins bearing four redox-active phenylenediamine pendant groups as a dimensionally oriented π-conjugated system

  摘要：

  Porphyrins bearing phenylenediamine pendant groups were synthesized to afford dimensionally oriented pi-conjugated systems. The structural and electronic characteristics depend on the alphaalphaalphaalpha and alphabetaalphabeta atropisomers. In the fluorescence emission spectra, the emission from the porphyrin moiety was almost completely quenched. Zinc complexation of the alphaalphaalphaalpha isomer with zinc(II) acetate led to the corresponding zinc complex. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00828-1

文献信息

• Calix[4]arenes Bearing Four Redox-Active π-Conjugated Pendant Groups for a Dimensionally Oriented Redox System
  作者：Kaori Saito、Toshikazu Hirao

  DOI：10.1246/bcsj.75.1845

  日期：2002.8

  A p-t-butylcalix[4]arene bearing four redox-active phenylenediamine pendant groups on the lower rim was synthesized and characterized spectroscopically and electrochemically. The interconversion of the oxidation states of the pendant groups was demonstrated both chemically and electrochemically.

  合成了一种在杯状结构下沿边缘带有四个氧化还原活性苯二胺侧基的p-t-丁基杯[4]芳烃，并对其进行了光谱和电化学表征。通过化学和电化学方法证明了侧基氧化态的相互转换。
• Ruthenium complexes bearing π-conjugated pendant moieties for a redox-switching system
  作者：Toshikazu Hirao、Koichiro Iida

  DOI：10.1039/b010039k

  日期：——

  A ruthenium(II) complex bearing N,N′-bis(4-aminophenyl)-1,4-phenylenediamine moieties, which can be chemically oxidized to the corresponding N,N′-bis(4-aminophenyl)-1,4-benzoquinonediimine moieties, was synthesized, characterized electrochemically and photochemically, and found to afford a redox-switching system.

  我们合成了一种含有 N,Nâ²-双（4-氨基苯基）-1,4-苯二胺分子的钌（II）配合物，该配合物可通过化学反应氧化成相应的 N,Nâ²-双（4-氨基苯基）-1,4-苯醌二亚胺分子，并对其进行了电化学和光化学表征，结果发现该配合物提供了一种氧化还原转换系统。
• A three-dimensionally oriented π-conjugated system; synthesis and characterization of porphyrins bearing π-conjugated pendant strands
  作者：Toshikazu Hirao、Kaori Saito

  DOI：10.1016/s0040-4039(99)02305-9

  日期：2000.2

  the meso-position of the porphyrin scaffold. The atropisomers (αααα and αβαβ) were isolated and spectroscopically characterized. The 1H NMR and UV–vis spectra revealed that the strands of the αβαβ-isomer might be in equilibrium with the conformers, in which one or more strands lean toward the porphyrin ring. In the fluorescence emission spectra, the emission from the porphyrin moiety was almost completely

  通过在卟啉支架的介孔位置引入四条苯胺三聚体侧链，构建了三维取向的π共轭体系。分离出阻转异构体（αααα和αβαβ）并进行光谱表征。的1 H NMR和UV-vis光谱显示，αβαβ异构体的股线可以是在平衡与构象异构体，其中一个或多个绳股朝向卟啉环倾斜。在荧光发射光谱中，卟啉部分的发射在αααα-和αβαβ-阻转异构体中几乎被完全淬灭。