1-(1,2-dimethyl-7-azaindol-3-yl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene | 1592848-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1-(1,2-dimethyl-7-azaindol-3-yl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene
• 英文别名: 4-[4-[2-(1,2-Dimethylpyrrolo[2,3-b]pyridin-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-methylthiophen-2-yl]benzonitrile；4-[4-[2-(1,2-dimethylpyrrolo[2,3-b]pyridin-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-methylthiophen-2-yl]benzonitrile
• CAS: 1592848-03-7
• 化学式: C₂₆H₁₇F₆N₃S
• 分子量: 517.497
• InChiKey: LROPOXGNGBAQKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  69.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(1,2-dimethyl-7-azaindol-3-yl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene 生成
  参考文献：
  名称：

  Synthesis and photochromism of novel unsymmetrical diarylethenes with an azaindole unit

  摘要：

  A new class of unsymmetrical photochromic diarylethenes with an azaindole moiety has been firstly synthesized. Their properties, including photochromism, crystal structure, as well as fluorescence, were investigated systematically. The azaindole was connected directly to the central cyclopentene ring as a heteroaryl moiety and available to participate in the photoisomerization reaction. Each of the diarylethenes exhibited favorable photochromism, good thermal stability, remarkable fatigue resistance, and notable fluorescence switches in both solution and solid media. The substituents at the para-position of the terminal benzene ring affected evidently their properties: the electron-donating methoxy could be effective to enhance the cyclization quantum yield, while the electron-withdrawing cyano could shift the absorption maximum to a longer wavelength in both hexane and solid film. The results revealed that the introduction of azaindole moieties and different substituents played an important role in the photoisomerization process of these diarylethenes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.004
• 作为产物：
  描述：

  4-溴-5-甲基噻吩-2-硼酸 在 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 17.5h， 生成 1-(1,2-dimethyl-7-azaindol-3-yl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  Synthesis and photochromism of novel unsymmetrical diarylethenes with an azaindole unit

  摘要：

  A new class of unsymmetrical photochromic diarylethenes with an azaindole moiety has been firstly synthesized. Their properties, including photochromism, crystal structure, as well as fluorescence, were investigated systematically. The azaindole was connected directly to the central cyclopentene ring as a heteroaryl moiety and available to participate in the photoisomerization reaction. Each of the diarylethenes exhibited favorable photochromism, good thermal stability, remarkable fatigue resistance, and notable fluorescence switches in both solution and solid media. The substituents at the para-position of the terminal benzene ring affected evidently their properties: the electron-donating methoxy could be effective to enhance the cyclization quantum yield, while the electron-withdrawing cyano could shift the absorption maximum to a longer wavelength in both hexane and solid film. The results revealed that the introduction of azaindole moieties and different substituents played an important role in the photoisomerization process of these diarylethenes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.004