S-[[3-[2-[4-[bis[4-[2-[3-(acetylsulfanylmethyl)phenyl]ethynyl]phenyl]-[4-[2-[4-[[4-[2-(9-methyl(C60-Ih)[5,6]fulleren-1-yl)ethynyl]phenyl]diazenyl]phenyl]ethynyl]phenyl]silyl]phenyl]ethynyl]phenyl]methyl] ethanethioate | 1187532-50-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: S-[[3-[2-[4-[bis[4-[2-[3-(acetylsulfanylmethyl)phenyl]ethynyl]phenyl]-[4-[2-[4-[[4-[2-(9-methyl(C60-Ih)[5,6]fulleren-1-yl)ethynyl]phenyl]diazenyl]phenyl]ethynyl]phenyl]silyl]phenyl]ethynyl]phenyl]methyl] ethanethioate
• CAS: 1187532-50-8
• 化学式: C₁₃₄H₅₄N₂O₃S₃Si
• 分子量: 1864.2
• InChiKey: GGMXFILKBWRDEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  30.1
• 重原子数：
  143
• 可旋转键数：
  25
• 环数：
  41.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [4-[2-(9-methyl(C60-Ih)[5,6]fulleren-1-yl)ethynyl]phenyl]-[4-[2-[4-tris[4-[2-[3-(2-trimethylsilylethylsulfanylmethyl)phenyl]ethynyl]phenyl]silylphenyl]ethynyl]phenyl]diazene 、 乙酰氯 在 silver tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以66%的产率得到S-[[3-[2-[4-[bis[4-[2-[3-(acetylsulfanylmethyl)phenyl]ethynyl]phenyl]-[4-[2-[4-[[4-[2-(9-methyl(C60-Ih)[5,6]fulleren-1-yl)ethynyl]phenyl]diazenyl]phenyl]ethynyl]phenyl]silyl]phenyl]ethynyl]phenyl]methyl] ethanethioate
  参考文献：
  名称：

  Fullerene/Thiol-Terminated Molecules

  摘要：

  A series of fullerene-terminated oligo(phenylene ethynylene) (OPEs) have been synthesized for potential use in electronic or optoelectronic device monolayers. Electronic properties such as the energy levels and the distribution of HOMOs and LUMOs of fullerene-terminated OPEs have been calculated using the ab initio method at the B3LYP/6-31G(d) level. The calculations have revealed the concentration of frontier orbitals on the fullerene cage and a narrow distribution of HOMO-LUMO energy gaps. Ultraviolet photoelectron spectroscopy and inverse photoemission spectroscopy studies have been performed to further examine the electronic properties of the fullerene-terminated OPEs on gold surfaces. The obtained broad photoelectron spectra Suggest that there are strong intermolecular interactions in the fullerene self-assembled monolayers, and the small bandgap (similar to 1.5 eV), determined by the photoelectron spectroscopy, indicates the unique nature of the fullerene-terminated OPEs in which the C-60 moiety can be connected to the Au surface through the conjugated OPE backbone.

  DOI：

  10.1021/jo901701j