| 1449384-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• CAS: 1449384-43-3
• 化学式: C₂₄H₁₄O₂S₂
• 分子量: 398.506
• InChiKey: CSMWRTRZBURYPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  S-{4-[(trimethylsilyl)buta-1,3-diyn-1-yl]phenyl}ethanethioate 在 吡啶 、 copper(II) acetate monohydrate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Single-Molecule Conductance of Functionalized Oligoynes: Length Dependence and Junction Evolution

  摘要：

  We report a combined experimental and theoretical investigation of the length dependence and anchor group dependence of the electrical conductance of a series of oligoyne molecular wires in single-molecule junctions with gold contacts. Experimentally, we focus on the synthesis and properties of diaryloligoynes with n = 1, 2, and 4 triple bonds and the anchor dihydrobenzo[b]thiophene (BT). For comparison, we also explored the aurophilic anchor group cyano (CN), amino (NH2), thiol (SH), and 4-pyridyl (PY). Scanning tunneling microscopy break junction (STM-BJ) and mechanically controllable break junction (MCBJ) techniques are employed to investigate single-molecule conductance characteristics. The BT moiety is superior as compared to traditional anchoring groups investigated so far. BT-terminated oligoynes display a 100% probability of junction formation and possess conductance values which are the highest of the oligoynes studied and, moreover, are higher than other conjugated molecular wires of similar length. Density functional theory (DFT)-based calculations are reported for oligoynes with n = 1-4 triple bonds. Complete conductance traces and conductance distributions are computed for each family of molecules. The sliding of the anchor groups leads to oscillations in both the electrical conductance and the binding energies of the studied molecular wires. In agreement with experimental results, BT-terminated oligoynes are predicted to have a high electrical conductance. The experimental attenuation constants beta(H) range between 1.7 nm(-1) (CN) and 3.2 nm(-1) (SH) and show the following trend: beta(H)(CN) < beta(H)(NH2) < beta(H)(BT) < beta(H)(PY) approximate to beta(H)(SH). DFT-based calculations yield lower values, which range between 0.4 nm(-1) (CN) and 2.2 nm(-1) (PY).

  DOI：

  10.1021/ja4015293