1,2-bis(2-n-butyl-5-formyl-3-thienyl)perfluorocyclopentene | 944243-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1,2-bis(2-n-butyl-5-formyl-3-thienyl)perfluorocyclopentene
• 英文别名: 5-Butyl-4-[2-(2-butyl-5-formylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]thiophene-2-carbaldehyde；5-butyl-4-[2-(2-butyl-5-formylthiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]thiophene-2-carbaldehyde
• CAS: 944243-44-1
• 化学式: C₂₃H₂₂F₆O₂S₂
• 分子量: 508.549
• InChiKey: KCDSUUWMMNZRBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-n-butyl-5-formyl-3-thienyl)perfluorocyclopentene 以 正己烷 为溶剂， 生成 1,2-Dibutyl-8,8,9,9,10,10-hexafluoro-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene-4,14-dicarbaldehyde
  参考文献：
  名称：

  Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives

  摘要：

  Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl) perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.049
• 作为产物：
  描述：

  5-丁基噻吩-2-甲醛 在 吡啶 、 正丁基锂 、 溴 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 、 水 、 丙酮 、 苯 为溶剂， 生成 1,2-bis(2-n-butyl-5-formyl-3-thienyl)perfluorocyclopentene
  参考文献：
  名称：

  Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives

  摘要：

  Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl) perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.049

文献信息

• Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives
  作者：Chunhong Zheng、Shouzhi Pu、Jingkun Xu、Mingbiao Luo、Dechao Huang、Liang Shen

  DOI：10.1016/j.tet.2007.04.049

  日期：2007.6

  Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl) perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length. (c) 2007 Elsevier Ltd. All rights reserved.