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 | 1181742-40-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 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
• CAS: 1181742-40-4
• 化学式: C₂₀H₃₂O₈S₄
• 分子量: 528.733
• InChiKey: OZFODBOFRXPSEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  32
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  197
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 以1.316 g的产率得到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
  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