N-{4-[4-Hexyl-5-(4-hexyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-phenyl}-formamide | 877047-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-{4-[4-Hexyl-5-(4-hexyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-phenyl}-formamide
• CAS: 877047-61-5
• 化学式: C₃₆H₄₃NOS₂Si
• 分子量: 597.961
• InChiKey: IOXFMAJSOUCMCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.65
• 重原子数：
  41.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-{4-[4-Hexyl-5-(4-hexyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-phenyl}-formamide 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 N-[4-(4-Hexyl-5-{4-hexyl-5-[4-hexyl-5-(4-hexyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-thiophen-2-ylethynyl}-thiophen-2-ylethynyl)-phenyl]-formamide
  参考文献：
  名称：

  An 11 nm Molecular Wire that Switches Electrochemically between an Insulating and a Fully Conjugated Conducting State

  摘要：

  Molecular wires consisting of oligothiophenes and oligothiophenylethynes, ranging in length from 2 to 11 nm, are synthesized and examined by spectroscopy and electrochemistry. UV spectroscopy shows that the longest wires are not fully conjugated, but twisted. However, cyclic voltammetry indicates that their monocations are now flattened and conjugated over the entire length range. In appropriate systems, the wires will link to two electrodes across a nanoscale gap and conduct current.

  DOI：

  10.1021/ol052252g
• 作为产物：
  描述：

  2-ethynyl-3-hexylthiophene 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 正丁基锂 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 生成 N-{4-[4-Hexyl-5-(4-hexyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-phenyl}-formamide
  参考文献：
  名称：

  An 11 nm Molecular Wire that Switches Electrochemically between an Insulating and a Fully Conjugated Conducting State

  摘要：

  Molecular wires consisting of oligothiophenes and oligothiophenylethynes, ranging in length from 2 to 11 nm, are synthesized and examined by spectroscopy and electrochemistry. UV spectroscopy shows that the longest wires are not fully conjugated, but twisted. However, cyclic voltammetry indicates that their monocations are now flattened and conjugated over the entire length range. In appropriate systems, the wires will link to two electrodes across a nanoscale gap and conduct current.

  DOI：

  10.1021/ol052252g