3,4-(2′,2′-dibutylpropylene)dioxy-5-trimethylsilylthiophene | 1616978-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3,4-(2′,2′-dibutylpropylene)dioxy-5-trimethylsilylthiophene
• 英文别名: (3,3-Dibutyl-2,4-dihydrothieno[3,4-b][1,4]dioxepin-6-yl)-trimethylsilane
• CAS: 1616978-35-8
• 化学式: C₁₈H₃₂O₂SSi
• 分子量: 340.602
• InChiKey: MANHRUOHZUMAQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-(2′,2′-dibutylpropylene)dioxy-5-trimethylsilylthiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.83h， 生成 (8-(4-(tert-butoxy)-2,3,5,6-tetrafluorophenyl)-3,3-dibutyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)trimethylsilane
  参考文献：
  名称：

  Transition-Metal-Free Controlled Polymerization of 2-Perfluoroaryl-5-trimethylsilylthiophenes

  摘要：

  A catalytic amount of fluoride anion promoted the polymerization of 2-pentafluorophenyl-5-trimethylsilylthiophene, providing a high-molecular-weight conjugated polymer in a chain-growth-like manner. The resulting polymer with a controlled molecular weight and a low molecular weight distribution was obtained in a high yield. The mechanism involves a pentacoordinated fluorosilicate as a key intermediate. The active polymerization end also initiated the second polymerization to afford well-defined block copolymers.

  DOI：

  10.1021/ja505282z
• 作为产物：
  描述：

  三甲基氯硅烷 、 3,3-dibutyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 以74%的产率得到3,4-(2′,2′-dibutylpropylene)dioxy-5-trimethylsilylthiophene
  参考文献：
  名称：

  Transition-Metal-Free Controlled Polymerization of 2-Perfluoroaryl-5-trimethylsilylthiophenes

  摘要：

  A catalytic amount of fluoride anion promoted the polymerization of 2-pentafluorophenyl-5-trimethylsilylthiophene, providing a high-molecular-weight conjugated polymer in a chain-growth-like manner. The resulting polymer with a controlled molecular weight and a low molecular weight distribution was obtained in a high yield. The mechanism involves a pentacoordinated fluorosilicate as a key intermediate. The active polymerization end also initiated the second polymerization to afford well-defined block copolymers.

  DOI：

  10.1021/ja505282z