N-[4-(5-{5-[5-(5-Ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-4-hexyl-thiophen-2-ylethynyl}-4-hexyl-thiophen-2-ylethynyl)-phenyl]-formamide | 877047-71-7

• 英文名称: N-[4-(5-{5-[5-(5-Ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-4-hexyl-thiophen-2-ylethynyl}-4-hexyl-thiophen-2-ylethynyl)-phenyl]-formamide
• 英文别名: N-[4-[2-[5-[2-[5-[2-[5-[2-(5-ethynyl-4-hexylthiophen-2-yl)ethynyl]-4-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]phenyl]formamide
• CAS: 877047-71-7
• 化学式: C₅₇H₆₃NOS₄
• 分子量: 906.397
• InChiKey: SHPKVKKJOFQEJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.3
• 重原子数：
  63
• 可旋转键数：
  30
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[4-(5-{5-[5-(5-Ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-4-hexyl-thiophen-2-ylethynyl}-4-hexyl-thiophen-2-ylethynyl)-phenyl]-formamide 、 2,5-diiodo-3-hexylthiophene 在 bis-triphenylphosphine-palladium(II) chloride N,N-二异丙基乙胺 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以82%的产率得到N-[4-[2-[5-[2-[5-[2-[5-[2-[5-[2-[5-[2-[5-[2-[5-[2-[5-[2-[5-[2-(4-formamidophenyl)ethynyl]-3-hexylthiophen-2-yl]ethynyl]-3-hexylthiophen-2-yl]ethynyl]-3-hexylthiophen-2-yl]ethynyl]-3-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]-4-hexylthiophen-2-yl]ethynyl]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 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-[4-(5-{5-[5-(5-Ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-4-hexyl-thiophen-2-ylethynyl}-4-hexyl-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