4-(4-Cyanophenyl)-8,8,9,9,10,10-hexafluoro-1,2,15-trimethyl-3-thia-15-azatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene-14-carbonitrile | 1272601-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(4-Cyanophenyl)-8,8,9,9,10,10-hexafluoro-1,2,15-trimethyl-3-thia-15-azatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene-14-carbonitrile
• 英文别名: 4-(4-cyanophenyl)-8,8,9,9,10,10-hexafluoro-1,2,15-trimethyl-3-thia-15-azatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene-14-carbonitrile
• CAS: 1272601-90-7
• 化学式: C₂₄H₁₅F₆N₃S
• 分子量: 491.46
• InChiKey: LZVYPRBVLHXFQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.1
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-(4-Cyanophenyl)-8,8,9,9,10,10-hexafluoro-1,2,15-trimethyl-3-thia-15-azatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene-14-carbonitrile 以 正己烷 为溶剂， 生成 1-(2-cyano-1,5-dimethyl-4-pyrrolyl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  Effects of substitution on the optoelectronic properties of photochromic diarylethenes bearing a pyrrole moiety

  摘要：

  Five diarylethenes bearing a pyrrole moiety were synthesized in order to investigate the effects of the substituents on the properties of these compounds. The structures of three of the diarylethenes were determined by single-crystal X-ray diffraction analysis. All of the diarylethene derivatives exhibited notable photochromism and functioned as effective fluorescent photo-switches in solution and in poly (methyl methacrylate) films. The absorption maxima and the quantum yields of cyclization and cyclo-reversion increased whereas the emission peaks and the emission intensities decreased evidently when the electron-withdrawing/donating substituent was attached at the para-position on the terminal benzene ring. Cyclic voltammograms indicated that the electron-withdrawing/donating substituents decreased the bang gaps of the open-ring isomers but enhanced those of the closed-ring isomers, compared with the unsubstituted parent diarylethene. The properties of these diarylethene derivatives were significantly different from each other, which might be attributed to the different substituent effects. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.11.001
• 作为产物：
  描述：

  1-(2-cyano-1,5-dimethyl-4-pyrrolyl)-2-[2-methyl-5-(4-cyanophenyl)-3-thienyl]perfluorocyclopentene 以 正己烷 为溶剂， 生成 4-(4-Cyanophenyl)-8,8,9,9,10,10-hexafluoro-1,2,15-trimethyl-3-thia-15-azatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene-14-carbonitrile
  参考文献：
  名称：

  Effects of substitution on the optoelectronic properties of photochromic diarylethenes bearing a pyrrole moiety

  摘要：

  Five diarylethenes bearing a pyrrole moiety were synthesized in order to investigate the effects of the substituents on the properties of these compounds. The structures of three of the diarylethenes were determined by single-crystal X-ray diffraction analysis. All of the diarylethene derivatives exhibited notable photochromism and functioned as effective fluorescent photo-switches in solution and in poly (methyl methacrylate) films. The absorption maxima and the quantum yields of cyclization and cyclo-reversion increased whereas the emission peaks and the emission intensities decreased evidently when the electron-withdrawing/donating substituent was attached at the para-position on the terminal benzene ring. Cyclic voltammograms indicated that the electron-withdrawing/donating substituents decreased the bang gaps of the open-ring isomers but enhanced those of the closed-ring isomers, compared with the unsubstituted parent diarylethene. The properties of these diarylethene derivatives were significantly different from each other, which might be attributed to the different substituent effects. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.11.001