1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(3-cyanophenyl)-3-thienyl]perfluorocyclopentene | 1438433-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(3-cyanophenyl)-3-thienyl]perfluorocyclopentene
• 英文别名: 3-[4-[3,3,4,4,5,5-Hexafluoro-2-(2-methylnaphthalen-1-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]benzonitrile；3-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methylnaphthalen-1-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]benzonitrile
• CAS: 1438433-70-5
• 化学式: C₂₈H₁₇F₆NS
• 分子量: 513.506
• InChiKey: ZILXVYQQGNWUQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(3-cyanophenyl)-3-thienyl]perfluorocyclopentene 以 正己烷 为溶剂， 生成 3-(8,8,9,9,10,10-Hexafluoro-1,2-dimethyl-3-thiapentacyclo[10.8.0.02,6.07,11.013,18]icosa-4,6,11,13,15,17,19-heptaen-4-yl)benzonitrile
  参考文献：
  名称：

  Photochromic diarylethenes with a naphthalene moiety: synthesis, photochromism, and substitution effects

  摘要：

  Five unsymmetrical diarylethenes with a naphthalene moiety were synthesized, and the structures of four diarylethenes were determined by single crystal X-ray diffraction analysis. The naphthalene was connected directly to the central perfluorocyclopentene ring as an aryl moiety and available to participate in photoisomerization reaction. Their properties, such as photochromism, thermal stability, fatigue resistance, and fluorescence, were investigated systematically. All five diarylethenes, which are thermally stable, exhibit favorable photochromism, and function as notable fluorescence switches in both solution and solid media. The electron-donating substituents effectively suppressed the cycloreversion quantum yield, whereas the electron-withdrawing substituents evidently enhanced the fluorescence quantum yield of diarylethenes with a naphthalene moiety. The results indicated that the naphthalene moiety and the substituent effects played an important role during the process of photoisomerization reaction for these diarylethene derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.080
• 作为产物：
  描述：

  全氟环戊烯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 生成 1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(3-cyanophenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  Photochromic diarylethenes with a naphthalene moiety: synthesis, photochromism, and substitution effects

  摘要：

  Five unsymmetrical diarylethenes with a naphthalene moiety were synthesized, and the structures of four diarylethenes were determined by single crystal X-ray diffraction analysis. The naphthalene was connected directly to the central perfluorocyclopentene ring as an aryl moiety and available to participate in photoisomerization reaction. Their properties, such as photochromism, thermal stability, fatigue resistance, and fluorescence, were investigated systematically. All five diarylethenes, which are thermally stable, exhibit favorable photochromism, and function as notable fluorescence switches in both solution and solid media. The electron-donating substituents effectively suppressed the cycloreversion quantum yield, whereas the electron-withdrawing substituents evidently enhanced the fluorescence quantum yield of diarylethenes with a naphthalene moiety. The results indicated that the naphthalene moiety and the substituent effects played an important role during the process of photoisomerization reaction for these diarylethene derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.080

文献信息

• Photochromic diarylethenes with a naphthalene moiety: synthesis, photochromism, and substitution effects
  作者：Renjie Wang、Shouzhi Pu、Gang Liu、Bing Chen

  DOI：10.1016/j.tet.2013.04.080

  日期：2013.7

  Five unsymmetrical diarylethenes with a naphthalene moiety were synthesized, and the structures of four diarylethenes were determined by single crystal X-ray diffraction analysis. The naphthalene was connected directly to the central perfluorocyclopentene ring as an aryl moiety and available to participate in photoisomerization reaction. Their properties, such as photochromism, thermal stability, fatigue resistance, and fluorescence, were investigated systematically. All five diarylethenes, which are thermally stable, exhibit favorable photochromism, and function as notable fluorescence switches in both solution and solid media. The electron-donating substituents effectively suppressed the cycloreversion quantum yield, whereas the electron-withdrawing substituents evidently enhanced the fluorescence quantum yield of diarylethenes with a naphthalene moiety. The results indicated that the naphthalene moiety and the substituent effects played an important role during the process of photoisomerization reaction for these diarylethene derivatives. (C) 2013 Elsevier Ltd. All rights reserved.