1-(2,5-dimethyl-3-thienyl)-2-[2,4-dimethyl-5-(2'',4'',5''-triphenylimidazol-4'-yl)-3-thienyl]perfluorocyclopentene | 360561-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,5-dimethyl-3-thienyl)-2-[2,4-dimethyl-5-(2'',4'',5''-triphenylimidazol-4'-yl)-3-thienyl]perfluorocyclopentene
• 英文别名: 2-[4-[4-[2-(2,5-dimethylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-3,5-dimethylthiophen-2-yl]phenyl]-4,5-diphenyl-1H-imidazole
• CAS: 360561-24-6
• 化学式: C₃₈H₂₈F₆N₂S₂
• 分子量: 690.776
• InChiKey: HNGOEOCTSRENLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  48
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  85.2
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(2,5-dimethyl-3-thienyl)-2-[2,4-dimethyl-5-(2'',4'',5''-triphenylimidazol-4'-yl)-3-thienyl]perfluorocyclopentene 以 四氢呋喃 为溶剂， 生成 2-[4-(4,4,5,5,6,6-hexafluoro-3,8,9a,9b-tetramethyl-5,6,9a,9b-tetrahydro-4H-1,9-dithia-trinden-2-yl)-phenyl]-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Synthesis of Fluorescent Diarylethenes Having a 2,4,5-Triphenylimidazole Chromophore

  摘要：

  Diarylethenes 1a-4a, having a fluorescent 2,4,5-triphenylimidazole chromophore in the aryl group, were synthesized. Upon excitation of the triphenylimidazole chromophore with 366 nm, 1a-4a underwent photocyclization reactions, and the solutions containing 1a-4a changed color from colorless to red-purple or to blue. The colors disappeared by irradiation with visible (lambda > 480 nm) light. The fluorescence intensity of the solutions also reversibly changed with the photochromic reactions. The fluorescence quantum yields of la, 2a, 3a, and 4a were determined to be 4.6, 7.7, 9.1, and 8.4%, respectively. The fluorescence quantum yields decreased with the increase in photocyclization quantum yields.

  DOI：

  10.1021/jo010267w
• 作为产物：
  描述：

  3-bromo-2,4-dimethyl-5-[4'-(2'',4'',5''-triphenylimidazolyl)]thiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 生成 1-(2,5-dimethyl-3-thienyl)-2-[2,4-dimethyl-5-(2'',4'',5''-triphenylimidazol-4'-yl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  Synthesis of Fluorescent Diarylethenes Having a 2,4,5-Triphenylimidazole Chromophore

  摘要：

  Diarylethenes 1a-4a, having a fluorescent 2,4,5-triphenylimidazole chromophore in the aryl group, were synthesized. Upon excitation of the triphenylimidazole chromophore with 366 nm, 1a-4a underwent photocyclization reactions, and the solutions containing 1a-4a changed color from colorless to red-purple or to blue. The colors disappeared by irradiation with visible (lambda > 480 nm) light. The fluorescence intensity of the solutions also reversibly changed with the photochromic reactions. The fluorescence quantum yields of la, 2a, 3a, and 4a were determined to be 4.6, 7.7, 9.1, and 8.4%, respectively. The fluorescence quantum yields decreased with the increase in photocyclization quantum yields.

  DOI：

  10.1021/jo010267w

文献信息

• Synthesis of Fluorescent Diarylethenes Having a 2,4,5-Triphenylimidazole Chromophore
  作者：Kyoko Yagi、Chai Fong Soong、Masahiro Irie

  DOI：10.1021/jo010267w

  日期：2001.8.1

  Diarylethenes 1a-4a, having a fluorescent 2,4,5-triphenylimidazole chromophore in the aryl group, were synthesized. Upon excitation of the triphenylimidazole chromophore with 366 nm, 1a-4a underwent photocyclization reactions, and the solutions containing 1a-4a changed color from colorless to red-purple or to blue. The colors disappeared by irradiation with visible (lambda > 480 nm) light. The fluorescence intensity of the solutions also reversibly changed with the photochromic reactions. The fluorescence quantum yields of la, 2a, 3a, and 4a were determined to be 4.6, 7.7, 9.1, and 8.4%, respectively. The fluorescence quantum yields decreased with the increase in photocyclization quantum yields.