1,2-bis(6-formyl-2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene | 167890-08-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1,2-bis(6-formyl-2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene
• 英文别名: 1,2-bis(6-formyl-2-methylbenzo[b]thiophen-3-yl)hexafluorocyclopentene；1,2-bis(6-formyl-2-methyl-1-benzothiophen-3-yl)hexafluorocyclopentene；1,2-bis(2-methyl-6-formylbenzo[b]thiophen-3-yl)hexafluorocyclopentene；3,3'-(Hexafluorocyclopentene-1,2-diyl)bis(2-methyl-6-formylbenzo[b]thiophene)；3-[3,3,4,4,5,5-hexafluoro-2-(6-formyl-2-methyl-1-benzothiophen-3-yl)cyclopenten-1-yl]-2-methyl-1-benzothiophene-6-carbaldehyde
• CAS: 167890-08-6
• 化学式: C₂₅H₁₄F₆O₂S₂
• 分子量: 524.507
• InChiKey: AQTVNAMMPQPLBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 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(6-formyl-2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene 在 乙酸酐 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 6.17h， 生成 1,2-bis(2-methyl-6-(1-methoxycarbonyl-1-(1-naphthyl)ethen-2-yl)benzo[b]thiophen-3-yl)hexafluorocyclopentene
  参考文献：
  名称：

  具有金[ b ]噻吩环的二芳基乙烯衍生物的光致变色性质

  摘要：

  已经合成了具有一个或两个Chryso [ b ]噻吩环的二芳基乙烯衍生物。在溶液中，衍生物经历了光致变色，并且具有一个金[ b ]噻吩环的衍生物甚至在单晶相中也表现出光致变色。通过在偏振光下旋转样品，被紫外线照射的单晶的颜色从蓝色变为绿色。

  DOI：

  10.1016/j.tet.2004.08.034
• 作为产物：
  描述：

  1,1-二氯甲醚 、 1,2-二[2-甲基苯并[B]噻吩-3-基]-3,3,4,4,5,5-六氟-1-环戊烯 在 三氯化铝 作用下， 以 硝基苯 为溶剂， 以57%的产率得到1,2-bis(6-formyl-2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene
  参考文献：
  名称：

  Novel saccharide tweezers with a diarylethene photoswitch

  摘要：

  一种具有二芳基乙烯光开关的光变色糖类受体，通过光照改变与葡萄糖的结合事件。

  DOI：

  10.1039/cc9960001807

文献信息

• Synthesis of Amorphous Diarylethenes Having Diphenylethenyl Substituents
  作者：Myeong-Suk Kim、Tsuyoshi Kawai、Masahiro Irie

  DOI：10.1246/cl.2000.1188

  日期：2000.10

  1,2-Bis(2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene derivatives having diphenylethenyl substituents at 6- and 6′-positions of the benzothiophene rings were synthesized. The mono and disubstituted derivatives formed an amorphous state and the glass transition temperatures were observed at 67 °C and 92 °C, respectively. Reversible photocyclization reactions were observed in the amorphous state

  合成了在苯并噻吩环的 6-和 6'-位具有二苯基乙烯基取代基的 1,2-双(2-甲基-1-苯并噻吩-3-基)全氟环戊烯衍生物。单取代和二取代衍生物形成无定形状态，玻璃化转变温度分别为 67 °C 和 92 °C。在无定形状态下观察到可逆的光环化反应。
• Thermally irreversible organic photochromic compounds for optical memory
  作者：V. A. Barachevsky、Yu. P. Strokach、Yu. A. Puankov、M. M. Krayushkin

  DOI：10.1002/poc.1191

  日期：2007.11

  some photochromic compounds (58 diarylethenes and 9 fulgimides), the results of our spectral and kinetic studies are presented. Aiming at targeted synthesis of new photochromic compounds, the structure – photochromic behavior relationship (SPBR) for the synthesized compounds has been analyzed. The perspectives for application of these compounds in development of recording media for use in optical memory

  对于某些光致变色化合物（58个双芳硫醚和9个全黄酰亚胺），我们给出了光谱和动力学研究的结果。为了有针对性地合成新的光致变色化合物，已经分析了合成化合物的结构-光致变色行为关系（SPBR）。概述了这些化合物在开发用于光学存储设备的记录介质中的应用前景。版权所有©2007 John Wiley＆Sons，Ltd.
• Photochromic organic compounds for optical memory
  作者：V. A. Barachevsky、M. M. Krayushkin

  DOI：10.1007/s11172-008-0124-6

  日期：2008.4

  For the purpose of target syntheses of new photochromic compounds, a relationship between the structure and properties of a series of the known thermally irreversible photochromes was analyzed using the spectral kinetic data obtained by the authors.

  为了合成新的光致变色化合物，使用作者获得的光谱动力学数据分析了一系列已知的热不可逆光致变色化合物的结构和性质之间的关系。
• Effect of Imino Nitroxyl and Nitronyl Nitroxyl Groups on the Photochromic Reactivity of Diarylethenes
  作者：Naoki Tanifuji、Kenji Matsuda、Masahiro Irie

  DOI：10.1021/ol051463i

  日期：2005.8.1

  Diarylethene derivatives having imino nitroxide and nitronyl nitroxide have been prepared to examine the effect of the radical substituents on the photochromic reactivity of 1,2-bis(2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene. These radical substituents reduce the quantum yields of both cyclization and cycloreversion reactions. The nitronyl nitroxyl moiety is more effective to suppress the reactivity in comparison with the imino nitroxide moiety.
• Photochromism of diarylethenes having nitronyl nitroxides
  作者：Kenji Matsuda、Masahiro Irie

  DOI：10.1016/s0040-4039(00)00209-4

  日期：2000.4

  The photoreactivities of photochromic diarylethenes having nitronyl nitroxide radicals were studied in terms of the measurement of the quantum yields and the conversions in the photostationary state. (C) 2000 Elsevier Science Ltd. All rights reserved.