| 915021-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 915021-77-1
• 化学式: C₈₂H₂₄SSi
• 分子量: 1069.24
• InChiKey: PFRZWNKZYJYLCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.2
• 重原子数：
  84.0
• 可旋转键数：
  4.0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  在 四丁基氟化铵 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以77%的产率得到4-[2-[4-[2-(9-methyl(C60-Ih)[5,6]fulleren-1-yl)ethynyl]phenyl]ethynyl]benzenethiol
  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
• 作为产物：
  描述：

  2-[4-[2-[4-[2-(9H-(C60-Ih)[5,6]fulleren-1-yl)ethynyl]phenyl]ethynyl]phenyl]sulfanylethyl-trimethylsilane 、 碘甲烷 以 四氢呋喃 为溶剂， 以0.12 g的产率得到
  参考文献：
  名称：

  Characterization of Self-Assembled Monolayers of Fullerene Derivatives on Gold Surfaces:  Implications for Device Evaluations

  摘要：

  The widely employed approach to self-assembly of fullerene derivatives on gold can be complicated due to multilayer formations and head-to-tail assemblies resulting from the strong fullerene-fullerene and fullerene-gold interactions. These anomalies were not examined in detail in previous studies on fullerene self-assembled monolayers (SAMs) but were clearly detected in the present work using surface characterization techniques including ellipsometry, cyclic voltammetry (CV), and X-ray photoelectron spectroscopy (XPS). This is the first time that SAMs prepared from fullerene derivatives of thiols/thiol esters/disulfides have been analyzed in detail, and the complications due to multilayer formations and head-to-tail assemblies were revealed. Specifically, we designed and synthesized several fullerene derivatives based on thiols, thiol acetates, and disulfides to address the characterization requirements, and these are described and delineated. These studies specifically address the need to properly characterize and control fullerene-thiol assemblies on gold before evaluating subsequent device performances.

  DOI：

  10.1021/ja063451d