4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-2-[4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-1,3-dithiol-2-ylidene]-1,3-dithiole | 1181742-41-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: 4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-2-[4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-1,3-dithiol-2-ylidene]-1,3-dithiole
• CAS: 1181742-41-5
• 化学式: C₂₆H₃₆O₈S₄
• 分子量: 604.831
• InChiKey: OYBBYTUEGIQWGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  38.0
• 可旋转键数：
  24.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-2-[4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-1,3-dithiol-2-ylidene]-1,3-dithiole 、 cyclobis(paraquat-1,4-phenylene) tetrakis(hexafluorophosphate) 在 copper(II) acetate monohydrate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以64%的产率得到
  参考文献：
  名称：

  A Push-Button Molecular Switch

  摘要：

  The preparation, characterization, and switching mechanism of a unique single-station mechanically switchable hetero[2]catenane are reported. The facile synthesis utilizing a "threading-followed-by-clipping" protocol features Cu2+-catalyzed Eglinton coupling as a mild and efficient route to the tetrathiafulvalene-based catenane in high yield. The resulting mechanically interlocked molecule operates as a perfect molecular switch, most readily described as a "push-button" switch, whereby two discrete and fully occupied translational states are toggled electrochemically at incredibly high rates. This mechanical switching was probed using a wide variety of experimental techniques as well as quantum-mechanical investigations. The fundamental distinctions between this single-station [2]catenane and other more traditional bi- and multistation molecular switches are significant.

  DOI：

  10.1021/ja904104c
• 作为产物：
  描述：

  2-[2-[2-[[2-[4-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxymethyl]-1,3-dithiol-2-ylidene]-1,3-dithiol-4-yl]methoxy]ethoxy]ethoxy]ethanol 、 3-溴丙炔 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 24.0h， 以67%的产率得到4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-2-[4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxymethyl]-1,3-dithiol-2-ylidene]-1,3-dithiole
  参考文献：
  名称：

  A Push-Button Molecular Switch

  摘要：

  The preparation, characterization, and switching mechanism of a unique single-station mechanically switchable hetero[2]catenane are reported. The facile synthesis utilizing a "threading-followed-by-clipping" protocol features Cu2+-catalyzed Eglinton coupling as a mild and efficient route to the tetrathiafulvalene-based catenane in high yield. The resulting mechanically interlocked molecule operates as a perfect molecular switch, most readily described as a "push-button" switch, whereby two discrete and fully occupied translational states are toggled electrochemically at incredibly high rates. This mechanical switching was probed using a wide variety of experimental techniques as well as quantum-mechanical investigations. The fundamental distinctions between this single-station [2]catenane and other more traditional bi- and multistation molecular switches are significant.

  DOI：

  10.1021/ja904104c