1-(5-chloro-2-methylthien-3-yl)-2-[5-(5-methylthien-2-yl)-2-methylthien-3-yl]cyclopentene | 334652-11-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 1-(5-chloro-2-methylthien-3-yl)-2-[5-(5-methylthien-2-yl)-2-methylthien-3-yl]cyclopentene
• 英文别名: 3-[2-(5-Chloro-2-methylthiophen-3-yl)cyclopenten-1-yl]-2-methyl-5-(5-methylthiophen-2-yl)thiophene；3-[2-(5-chloro-2-methylthiophen-3-yl)cyclopenten-1-yl]-2-methyl-5-(5-methylthiophen-2-yl)thiophene
• CAS: 334652-11-8
• 化学式: C₂₀H₁₉ClS₃
• 分子量: 391.022
• InChiKey: BCHXJCYBUGHHLL-UHFFFAOYSA-N

物化性质

• 沸点：
  507.4±50.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(5-chloro-2-methylthien-3-yl)-2-[5-(5-methylthien-2-yl)-2-methylthien-3-yl]cyclopentene 在 正丁基锂 、 叔丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 正戊烷 为溶剂， 生成 1-[5-(5-acetylsulfanylthien-2-yl)-2-methylthien-3-yl]-2-[2-methyl-5-(thien-2-yl)thien-3-yl]cyclopentene
  参考文献：
  名称：

  Molecular Switches Get Wired: Synthesis of Diarylethenes Containing One or Two Sulphurs

  摘要：

  Two series of novel diarylethenes, the first containing one and the second two acetyl protected thiol groups, were synthesised in two and three steps from an easily available known intermediate. Newly synthesised compounds present ideal examples of model substrates for photochromic studies on metal surfaces.

  DOI：

  10.1080/15421400590946398
• 作为产物：
  描述：

  2-溴-5-甲基噻吩 、 1,2-双(5-氯-2-甲基噻吩-3-基)环戊-1-烯 在 四(三苯基膦)钯 叔丁基锂 、 硼酸三丁酯 、 sodium carbonate 、 乙二醇 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以68%的产率得到1-(5-chloro-2-methylthien-3-yl)-2-[5-(5-methylthien-2-yl)-2-methylthien-3-yl]cyclopentene
  参考文献：
  名称：

  Uni- and bi-directional light-induced switching of diarylethenes on gold nanoparticles

  摘要：

  二芳基乙烯的光致变色研究显示其开关单元通过共轭芳香族间隔基连接到金纳米颗粒表面，显示出依赖于连接基的开关行为。

  DOI：

  10.1039/b609119a

文献信息

• Locking of Helicity and Shape Complementarity in Diarylethene Dimers on Graphite
  作者：Nathalie Katsonis、Andrea Minoia、Tibor Kudernac、Toshiki Mutai、Hong Xu、Hiroshi Uji-i、Roberto Lazzaroni、Steven De Feyter、Ben L. Feringa

  DOI：10.1021/ja075917d

  日期：2008.1.1

  Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.
• Molecular Switches Get Wired: Synthesis of Diarylethenes Containing One or Two Sulphurs
  作者：T. Kudernac、J. J. De Jong、J. Van Esch、B. L. Feringa、D. Dulić、S. J. Van Der Molen、B. J. Van Wees

  DOI：10.1080/15421400590946398

  日期：2005.5.1

  Two series of novel diarylethenes, the first containing one and the second two acetyl protected thiol groups, were synthesised in two and three steps from an easily available known intermediate. Newly synthesised compounds present ideal examples of model substrates for photochromic studies on metal surfaces.
• Uni- and bi-directional light-induced switching of diarylethenes on gold nanoparticles
  作者：Tibor Kudernac、Sense Jan van der Molen、Bart J. van Wees、Ben L. Feringa

  DOI：10.1039/b609119a

  日期：——

  Photochromic studies of diarylethenes with their switching unit linked to the surface of gold nanoparticles via a conjugated aromatic spacer show linker-dependent switching behavior.

  二芳基乙烯的光致变色研究显示其开关单元通过共轭芳香族间隔基连接到金纳米颗粒表面，显示出依赖于连接基的开关行为。