1-[2,4-dimethyl-5-phenyl-3-thienyl]-2-[2,5-bis(3-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin-2-yl)phenylethynyl)-4-methyl-3-thienyl]hexafluorocyclopentene | 868389-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1-[2,4-dimethyl-5-phenyl-3-thienyl]-2-[2,5-bis(3-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin-2-yl)phenylethynyl)-4-methyl-3-thienyl]hexafluorocyclopentene
• CAS: 868389-58-6
• 化学式: C₅₂H₄₆F₆N₄O₄S₂
• 分子量: 969.084
• InChiKey: GQVRUXGMQSABQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.98
• 重原子数：
  68.0
• 可旋转键数：
  5.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  98.42
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[2,4-dimethyl-5-phenyl-3-thienyl]-2-[2,5-bis(3-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin-2-yl)phenylethynyl)-4-methyl-3-thienyl]hexafluorocyclopentene 以 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  New Photoswitching Unit for Magnetic Interaction:  Diarylethene with 2,5-Bis(arylethynyl)-3-thienyl Group

  摘要：

  Photoswitching of the intramolecular magnetic interaction was demonstrated using diarylethenes with 2,5-bis(arylethynyl)-4-methyi-3-thienyl side group. Two nitroxide radicals were placed at each end of the 2,5-bis(arylethynyl)-4-methyl-3-thienyI group. Three kinds of aryl groups, 2,5-thienylene, p-phenylene, and m-phenylene groups, were used in the arylethynyl moiety. The diarylethene photoswitching units have an extended pi-conjugated chain on one side of the diarylethene. The photochromic reactivity was dependent on the arylethynyl group. Diarylethenes with m-phenylene group showed an efficient photochromic reactivity. Along with the photochromic reaction the diarylethenes showed photoswitching of an ESR spectrum originating from the change in the magnetic interaction between two unpaired electrons. The open-ring isomer showed stronger exchange interaction than the photogenerated closed-ring isomer. The magnetic interaction between two radicals via the pi-conjugated chain was altered by photocyclization due to the change of the hybrid orbital at the 2-position of the thiophene ring from sp(2) to sp(3).

  DOI：

  10.1021/ja053200p
• 作为产物：
  描述：

  以 乙酸乙酯 为溶剂， 生成 1-[2,4-dimethyl-5-phenyl-3-thienyl]-2-[2,5-bis(3-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin-2-yl)phenylethynyl)-4-methyl-3-thienyl]hexafluorocyclopentene
  参考文献：
  名称：

  New Photoswitching Unit for Magnetic Interaction:  Diarylethene with 2,5-Bis(arylethynyl)-3-thienyl Group

  摘要：

  Photoswitching of the intramolecular magnetic interaction was demonstrated using diarylethenes with 2,5-bis(arylethynyl)-4-methyi-3-thienyl side group. Two nitroxide radicals were placed at each end of the 2,5-bis(arylethynyl)-4-methyl-3-thienyI group. Three kinds of aryl groups, 2,5-thienylene, p-phenylene, and m-phenylene groups, were used in the arylethynyl moiety. The diarylethene photoswitching units have an extended pi-conjugated chain on one side of the diarylethene. The photochromic reactivity was dependent on the arylethynyl group. Diarylethenes with m-phenylene group showed an efficient photochromic reactivity. Along with the photochromic reaction the diarylethenes showed photoswitching of an ESR spectrum originating from the change in the magnetic interaction between two unpaired electrons. The open-ring isomer showed stronger exchange interaction than the photogenerated closed-ring isomer. The magnetic interaction between two radicals via the pi-conjugated chain was altered by photocyclization due to the change of the hybrid orbital at the 2-position of the thiophene ring from sp(2) to sp(3).

  DOI：

  10.1021/ja053200p