1-(1,2-dimethylindol-3-yl)-2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene | 1240152-08-2

• 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: 1-(1,2-dimethylindol-3-yl)-2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene
• 英文别名: 1,2-Dimethyl-3-[2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]-3,3,4,4,5,5-hexafluoro-1-cyclopentenyl]-1H-indole；3-[3,3,4,4,5,5-hexafluoro-2-[5-(3-methoxyphenyl)-2-methylthiophen-3-yl]cyclopenten-1-yl]-1,2-dimethylindole
• CAS: 1240152-08-2
• 化学式: C₂₇H₂₁F₆NOS
• 分子量: 521.526
• InChiKey: DLZMXTYPKWEQHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(1,2-dimethylindol-3-yl)-2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  Syntheses and photochromism of new isomeric diarylethenes bearing an indole moiety

  摘要：

  Four new photochromic diarylethenes, each bearing an indole moiety, were synthesized and three of their structures were determined by single-crystal X-ray diffraction analysis. Under alternating irradiation with UV and visible light, the compounds showed favorable photochromism in hexane, PMMA films and the crystalline phase. The cyclization quantum yields gradually increased and the molar absorption coefficients of the closed-ring isomers decreased going from the ortho- to meta- to the para-position of the substitution. The absorption maxima showed little change when the methoxy group was attached at any of the three positions on the terminal benzene ring. Each of the compounds displayed high fluorescence efficiency and remarkable fatigue resistance in both solution and PMMA films by photoirradiation. Of particular note, their fluorescent modulation efficiency could be achieved ca. 90% in solid media. Cyclic voltammograms testified that the methoxy group and its substituted position could effectively modulate the electrochemical behaviors of these diarylethenes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.04.003
• 作为产物：
  描述：

  1,2-二甲基吲哚 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 26.5h， 生成 1-(1,2-dimethylindol-3-yl)-2-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  Syntheses and photochromism of new isomeric diarylethenes bearing an indole moiety

  摘要：

  Four new photochromic diarylethenes, each bearing an indole moiety, were synthesized and three of their structures were determined by single-crystal X-ray diffraction analysis. Under alternating irradiation with UV and visible light, the compounds showed favorable photochromism in hexane, PMMA films and the crystalline phase. The cyclization quantum yields gradually increased and the molar absorption coefficients of the closed-ring isomers decreased going from the ortho- to meta- to the para-position of the substitution. The absorption maxima showed little change when the methoxy group was attached at any of the three positions on the terminal benzene ring. Each of the compounds displayed high fluorescence efficiency and remarkable fatigue resistance in both solution and PMMA films by photoirradiation. Of particular note, their fluorescent modulation efficiency could be achieved ca. 90% in solid media. Cyclic voltammograms testified that the methoxy group and its substituted position could effectively modulate the electrochemical behaviors of these diarylethenes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.04.003