5,5'-bis((3-((triisopropylsilyl)ethynyl)-5-((3,4,5-tris(hexadecyloxy)benzyl)oxy)phenyl)ethynyl)-2,2'-bithiophene | 885601-93-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5,5'-bis((3-((triisopropylsilyl)ethynyl)-5-((3,4,5-tris(hexadecyloxy)benzyl)oxy)phenyl)ethynyl)-2,2'-bithiophene
• CAS: 885601-93-4
• 化学式: C₁₅₆H₂₅₈O₈S₂Si₂
• 分子量: 2382.06
• InChiKey: NEUDLPGZNYQJTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  51.73
• 重原子数：
  168.0
• 可旋转键数：
  109.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5,5'-bis((3-((triisopropylsilyl)ethynyl)-5-((3,4,5-tris(hexadecyloxy)benzyl)oxy)phenyl)ethynyl)-2,2'-bithiophene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以89.9%的产率得到
  参考文献：
  名称：

  2D Supramolecular Structures of a Shape-Persistent Macrocycle and Co-deposition with Fullerene on HOPG

  摘要：

  Two 2D supramolecular structures of macrocycle 1 and 1/C60 have been obtained on HOPG by self-assembly under ambient conditions and investigated by high-resolution STM. The monolayers of 1 are characterized by structures with perfect ordering over relatively large areas. In the case of 1/C60, the size of the macrocycle 1 and the presence of two individual bithiophene units per ring lead in the final superstructure to a 1:2 stoichiometry. The fullerenes are not trapped at the graphite surface inside the macrocyclic holes but are located around the periphery of the bithiophene units. This clearly shows that the donor-acceptor interaction between C60 and the electron-rich units of the ring is the dominant factor for the structure formation.

  DOI：

  10.1021/ja060469f
• 作为产物：
  描述：

  [3-Ethynyl-5-(3,4,5-tris-hexadecyloxy-benzyloxy)-phenylethynyl]-triisopropyl-silane 、 5,5'-二溴-2,2'-联噻吩 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以14%的产率得到5,5'-bis((3-((triisopropylsilyl)ethynyl)-5-((3,4,5-tris(hexadecyloxy)benzyl)oxy)phenyl)ethynyl)-2,2'-bithiophene
  参考文献：
  名称：

  2D Supramolecular Structures of a Shape-Persistent Macrocycle and Co-deposition with Fullerene on HOPG

  摘要：

  Two 2D supramolecular structures of macrocycle 1 and 1/C60 have been obtained on HOPG by self-assembly under ambient conditions and investigated by high-resolution STM. The monolayers of 1 are characterized by structures with perfect ordering over relatively large areas. In the case of 1/C60, the size of the macrocycle 1 and the presence of two individual bithiophene units per ring lead in the final superstructure to a 1:2 stoichiometry. The fullerenes are not trapped at the graphite surface inside the macrocyclic holes but are located around the periphery of the bithiophene units. This clearly shows that the donor-acceptor interaction between C60 and the electron-rich units of the ring is the dominant factor for the structure formation.

  DOI：

  10.1021/ja060469f