[(1E,4E)-4-{(2Z)-2-(cyanoimino)-1,2-bis[4-(dimethylamino)phenyl]ethylidene}-1(4H)-naphthalenylidene]cyanamide | 1349033-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: [(1E,4E)-4-{(2Z)-2-(cyanoimino)-1,2-bis[4-(dimethylamino)phenyl]ethylidene}-1(4H)-naphthalenylidene]cyanamide
• CAS: 1349033-99-3
• 化学式: C₃₀H₂₆N₆
• 分子量: 470.577
• InChiKey: DSHPWHIQPOMXGL-HTBYZFEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  78.78
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N,N'-dicyano-1,4-naphthoquinonediimine 、 双(4-二甲基氨基苯基 )乙炔 以 1,1,2,2-四氯乙烷 为溶剂， 反应 4.0h， 以88%的产率得到[(1E,4E)-4-{(2Z)-2-(cyanoimino)-1,2-bis[4-(dimethylamino)phenyl]ethylidene}-1(4H)-naphthalenylidene]cyanamide
  参考文献：
  名称：

  N,N′-Dicyanoquinone Diimide-Derived Donor–Acceptor Chromophores: Conformational Analysis and Optoelectronic Properties

  摘要：

  A formal [2 + 2] cycloaddition-cycloreversion (CA-CR) between N,N'-dicyanoquinone diimides (DCNQIs) and electron-rich alkynes was explored, providing a new class of pi-conjugated donor-acceptor chromophores. These DCNQI adducts exist In the solid state as single diastereoisomers, but as two interconverting diastereoisomers In solution. Solid- and solution-state evidence for intramolecular charge transfer (CT) was obtained; additionally, the DCNQI adducts exhibit positive solvatochromism and significant solution-state third-order polarizabilities.

  DOI：

  10.1021/ol202815q