1-(2,5-dimethyl-3-thienyl)-2-[2-methyl-5-(2-cyanophenyl)-3-thienyl]perfluorocyclopentene | 1235341-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2,5-dimethyl-3-thienyl)-2-[2-methyl-5-(2-cyanophenyl)-3-thienyl]perfluorocyclopentene
• 英文别名: 2-[4-[2-(2,5-Dimethylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-methylthiophen-2-yl]benzonitrile；2-[4-[2-(2,5-dimethylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-methylthiophen-2-yl]benzonitrile
• CAS: 1235341-59-9
• 化学式: C₂₃H₁₅F₆NS₂
• 分子量: 483.501
• InChiKey: OXVLKXFMVCPHAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(2,5-dimethyl-3-thienyl)-2-[2-methyl-5-(2-cyanophenyl)-3-thienyl]perfluorocyclopentene 生成 2-(8,8,9,9,10,10-Hexafluoro-1,2,14-trimethyl-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraen-4-yl)benzonitrile
  参考文献：
  名称：

  The photochromism of unsymmetrical diarylethene isomers with an electron-withdrawing cyano substituent

  摘要：

  Three unsymmetrical isomeric diarylethenes bearing an electron-withdrawing cyano group were synthesized and their structures determined using single-crystal X-ray diffraction analysis. Each of the compounds displayed excellent photochromism in solution, in PMMA film, as well as in the crystalline phase. The isomeric compounds also functioned as a fluorescence switch in PMMA films. The cyclization quantum yield and the absorption maxima of both the ring-opened and ring-closed isomers increased in the order: ortlio- < meta- < para-substitution of the cyano group. Compared with the unsubstituted parent compound, the cycloreversion quantum yield decreased whereas the molar absorption coefficient of the ring-opened and the ring-closed isomers increased significantly when the cyano group was attached at any of the three positions on the terminal benzene ring. Cyclic voltammetry studies indicated that the position of cyano substitution had a marked effect on the electrochemical behaviours of these isomeric diarylethenes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.01.015
• 作为产物：
  描述：

  2-(8,8,9,9,10,10-Hexafluoro-1,2,14-trimethyl-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraen-4-yl)benzonitrile 生成 1-(2,5-dimethyl-3-thienyl)-2-[2-methyl-5-(2-cyanophenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  The photochromism of unsymmetrical diarylethene isomers with an electron-withdrawing cyano substituent

  摘要：

  Three unsymmetrical isomeric diarylethenes bearing an electron-withdrawing cyano group were synthesized and their structures determined using single-crystal X-ray diffraction analysis. Each of the compounds displayed excellent photochromism in solution, in PMMA film, as well as in the crystalline phase. The isomeric compounds also functioned as a fluorescence switch in PMMA films. The cyclization quantum yield and the absorption maxima of both the ring-opened and ring-closed isomers increased in the order: ortlio- < meta- < para-substitution of the cyano group. Compared with the unsubstituted parent compound, the cycloreversion quantum yield decreased whereas the molar absorption coefficient of the ring-opened and the ring-closed isomers increased significantly when the cyano group was attached at any of the three positions on the terminal benzene ring. Cyclic voltammetry studies indicated that the position of cyano substitution had a marked effect on the electrochemical behaviours of these isomeric diarylethenes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.01.015

文献信息

• The photochromism of unsymmetrical diarylethene isomers with an electron-withdrawing cyano substituent
  作者：Shouzhi Pu、Weijun Liu、Gang Liu

  DOI：10.1016/j.dyepig.2010.01.015

  日期：2010.9

  Three unsymmetrical isomeric diarylethenes bearing an electron-withdrawing cyano group were synthesized and their structures determined using single-crystal X-ray diffraction analysis. Each of the compounds displayed excellent photochromism in solution, in PMMA film, as well as in the crystalline phase. The isomeric compounds also functioned as a fluorescence switch in PMMA films. The cyclization quantum yield and the absorption maxima of both the ring-opened and ring-closed isomers increased in the order: ortlio- < meta- < para-substitution of the cyano group. Compared with the unsubstituted parent compound, the cycloreversion quantum yield decreased whereas the molar absorption coefficient of the ring-opened and the ring-closed isomers increased significantly when the cyano group was attached at any of the three positions on the terminal benzene ring. Cyclic voltammetry studies indicated that the position of cyano substitution had a marked effect on the electrochemical behaviours of these isomeric diarylethenes. (C) 2010 Elsevier Ltd. All rights reserved.