2-[(4-Chlorophenyl)iminohydrazinylidene]-1,3-bis(2,4,6-trimethylphenyl)benzo[f]benzimidazole-4,9-dione | 1270507-62-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[(4-Chlorophenyl)iminohydrazinylidene]-1,3-bis(2,4,6-trimethylphenyl)benzo[f]benzimidazole-4,9-dione
• CAS: 1270507-62-4
• 化学式: C₃₅H₃₀ClN₅O₂
• 分子量: 588.108
• InChiKey: XFADSQMCBNIPDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  43
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-dimesityl-4,5-naphthquino-imidazolylidene 、 1-叠氮-4-氯苯 以 四氢呋喃 为溶剂， 反应 12.0h， 以92%的产率得到2-[(4-Chlorophenyl)iminohydrazinylidene]-1,3-bis(2,4,6-trimethylphenyl)benzo[f]benzimidazole-4,9-dione
  参考文献：
  名称：

  Synthesis and Study of Redox-Active Acyclic Triazenes: Toward Electrochromic Applications

  摘要：

  Coupling of various 4-substituted phenyl azides with two distinct quinone-containing N-heterocyclic carbenes (NHCs) afforded the respective mono- and ditopic 1,3-disubstituted acyclic triazenes in moderate to excellent yields (38-92%). Depending on their pendant substituents (derived from the azides), the acyclic triazenes exhibited intense absorptions in the visible spectrum (359-428 nm), which were bathochromically shifted by up to Delta lambda = 68 nm upon reduction of the quinone moiety on the component derived from the NHC. Cyclic voltammetry confirmed that the aforementioned redox processes were reversible, and a related set of UV-vis spectroelectrochemical experiments revealed that bulk electrolysis may also be used to switch reversibly the colors exhibited by these triazenes.

  DOI：

  10.1021/jo200139f