4-[4-[Bis(4-pyridin-4-ylphenyl)-[4-[2-[4-[tris(4-bromophenyl)methyl]phenyl]ethynyl]phenyl]methyl]phenyl]pyridine | 1320208-20-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-[4-[Bis(4-pyridin-4-ylphenyl)-[4-[2-[4-[tris(4-bromophenyl)methyl]phenyl]ethynyl]phenyl]methyl]phenyl]pyridine
• CAS: 1320208-20-5
• 化学式: C₆₇H₄₄Br₃N₃
• 分子量: 1130.82
• InChiKey: ASABUJAFMDIPEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.8
• 重原子数：
  73
• 可旋转键数：
  13
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[4-[Bis(4-pyridin-4-ylphenyl)-[4-[2-[4-[tris(4-bromophenyl)methyl]phenyl]ethynyl]phenyl]methyl]phenyl]pyridine 、 吡啶-4-硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以90%的产率得到4-[4-[Bis(4-pyridin-4-ylphenyl)-[4-[2-[4-[tris(4-pyridin-4-ylphenyl)methyl]phenyl]ethynyl]phenyl]methyl]phenyl]pyridine
  参考文献：
  名称：

  Nature of Electron Transport by Pyridine-Based Tripodal Anchors: Potential for Robust and Conductive Single-Molecule Junctions with Gold Electrodes

  摘要：

  We have designed and synthesized a pyridine-based tripodal anchor unit to construct a single-molecule junction with a gold electrode. The advantage of tripodal anchoring to a gold surface was unambiguously demonstrated by cyclic voltanunetry measurements. X-ray photoelectron spectroscopy measurements indicated that the A orbital of pyridine contributes to the physical adsorption of the tripodal anchor unit to the gold surface, The conductance of a single-molecule junction that consists of the tripodal anchor and diphenyl acetylene was measured by modified scanning tunneling microscope techniques and successfully determined to be 5 +/- 1 x 10(-4) G(0.) Finally, by analyzing the transport mechanism based on ab initio calculations, the participation of the pi orbital of the anchor moieties was predicted. The tripodal structure is expected to form a robust junction, and pyridine is predicted to achieve pi-channel electric transport.

  DOI：

  10.1021/ja109577f
• 作为产物：
  描述：

  (4-iodophenyl)triphenylmethane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 溴 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 48.5h， 生成 4-[4-[Bis(4-pyridin-4-ylphenyl)-[4-[2-[4-[tris(4-bromophenyl)methyl]phenyl]ethynyl]phenyl]methyl]phenyl]pyridine
  参考文献：
  名称：

  Nature of Electron Transport by Pyridine-Based Tripodal Anchors: Potential for Robust and Conductive Single-Molecule Junctions with Gold Electrodes

  摘要：

  We have designed and synthesized a pyridine-based tripodal anchor unit to construct a single-molecule junction with a gold electrode. The advantage of tripodal anchoring to a gold surface was unambiguously demonstrated by cyclic voltanunetry measurements. X-ray photoelectron spectroscopy measurements indicated that the A orbital of pyridine contributes to the physical adsorption of the tripodal anchor unit to the gold surface, The conductance of a single-molecule junction that consists of the tripodal anchor and diphenyl acetylene was measured by modified scanning tunneling microscope techniques and successfully determined to be 5 +/- 1 x 10(-4) G(0.) Finally, by analyzing the transport mechanism based on ab initio calculations, the participation of the pi orbital of the anchor moieties was predicted. The tripodal structure is expected to form a robust junction, and pyridine is predicted to achieve pi-channel electric transport.

  DOI：

  10.1021/ja109577f