1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(4-chlorophenyl)-3-thienyl]perfluorocyclopentene | 1403956-67-1

• 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-(4-chlorophenyl)-3-thienyl]perfluorocyclopentene
• 英文别名: 5-(4-Chlorophenyl)-3-[3,3,4,4,5,5-hexafluoro-2-(2-methylnaphthalen-1-yl)cyclopenten-1-yl]-2-methylthiophene
• CAS: 1403956-67-1
• 化学式: C₂₇H₁₇ClF₆S
• 分子量: 522.941
• InChiKey: SAYFDIIURDFVEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(4-chlorophenyl)-3-thienyl]perfluorocyclopentene 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and photochromism of isomeric unsymmetrical diarylethenes bearing both naphthalene and thiophene moieties

  摘要：

  Three new isomeric unsymmetrical diarylethenes bearing both naphthalene and thiophene moieties were synthesized. Their photochromism, fluorescence and electrochemistry properties were investigated in detail. Each of the diarylethene derivatives showed notable photochromism and functioned as an effective fluorescent switch both in solution and in PMMA films. The cyclization quantum yield and the molar absorption coefficients of both the open- and closed-ring isomers were found to decrease based on the position of the chloro substituent attached to the terminal benzene ring as follows: para- > meta- > the ortho-position. Consequently, the cycloreversion quantum yield would increase para- to meta- to ortho-chloro substitution. When compared with the unsubstituted parent compound, the presence of the chloro substituent on the terminal benzene ring of these diarylethenes, regardless of the substitution position, would considerably lower the band gaps of the open- and closed-ring isomers. Our results indicated that the chlorine atom and its substitution position have significant influence on the optical and electrochemical properties of the diarylethenes bearing a naphthalene moiety. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.06.003
• 作为产物：
  描述：

  1-溴-2-甲基萘 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.5h， 生成 1-(2-methyl-1-naphthyl)-2-[2-methyl-5-(4-chlorophenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  Synthesis and photochromism of isomeric unsymmetrical diarylethenes bearing both naphthalene and thiophene moieties

  摘要：

  Three new isomeric unsymmetrical diarylethenes bearing both naphthalene and thiophene moieties were synthesized. Their photochromism, fluorescence and electrochemistry properties were investigated in detail. Each of the diarylethene derivatives showed notable photochromism and functioned as an effective fluorescent switch both in solution and in PMMA films. The cyclization quantum yield and the molar absorption coefficients of both the open- and closed-ring isomers were found to decrease based on the position of the chloro substituent attached to the terminal benzene ring as follows: para- > meta- > the ortho-position. Consequently, the cycloreversion quantum yield would increase para- to meta- to ortho-chloro substitution. When compared with the unsubstituted parent compound, the presence of the chloro substituent on the terminal benzene ring of these diarylethenes, regardless of the substitution position, would considerably lower the band gaps of the open- and closed-ring isomers. Our results indicated that the chlorine atom and its substitution position have significant influence on the optical and electrochemical properties of the diarylethenes bearing a naphthalene moiety. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.06.003