3,8-di(biphenyl-4-ylethynyl)-1,10-phenanthroline | 1256157-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 3,8-di(biphenyl-4-ylethynyl)-1,10-phenanthroline
• 英文别名: 3,8-di(ethynylbiphenyl)-1,10-phenanthroline；3,8-Bis[2-(4-phenylphenyl)ethynyl]-1,10-phenanthroline；3,8-bis[2-(4-phenylphenyl)ethynyl]-1,10-phenanthroline
• CAS: 1256157-71-7
• 化学式: C₄₀H₂₄N₂
• 分子量: 532.644
• InChiKey: HTYLBQJJBBGLRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 3,8-di(biphenyl-4-ylethynyl)-1,10-phenanthroline 以 乙腈 为溶剂， 生成 [Cu(3,8-di(ethynylbiphenyl)-1,10-phenanthroline)2]PF6
  参考文献：
  名称：

  Heteroleptic Copper Switches

  摘要：

  Heteroleptic copper compounds have been designed and synthesized on solid supports. Chemical redox agents were used to change the oxidation state of the SiO2-immobilized heteroleptic copper compounds from Cu(I) to Cu(II) and then back to Cu(I). Optical spectroscopy of a dimethyl sulfoxide suspension demonstrated the reversibility of the Cu(I)/Cu(II) SiO2-immobilized compounds by monitoring the metal-to-ligand charge transfer peak at about 450 nm. Electron paramagnetic resonance spectroscopy was used to monitor the isomerization of Cu(I) tetrahedral to Cu(II) square planar. This conformational change corresponds to a 90 degrees rotation of one ligand with respect to the other. Conductive atomic force microscopy and macroscopic gold electrodes were used to study the electrical properties of a p(+) Si-immobilized heteroleptic copper compound where switching between the Cu(I)/Cu(II) states occurred at -0.8 and +2.3 V.

  DOI：

  10.1021/ja103937v
• 作为产物：
  描述：

  3,8-二溴菲罗啉 、 4-乙炔联苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 以62%的产率得到3,8-di(biphenyl-4-ylethynyl)-1,10-phenanthroline
  参考文献：
  名称：

  Heteroleptic Copper Switches

  摘要：

  Heteroleptic copper compounds have been designed and synthesized on solid supports. Chemical redox agents were used to change the oxidation state of the SiO2-immobilized heteroleptic copper compounds from Cu(I) to Cu(II) and then back to Cu(I). Optical spectroscopy of a dimethyl sulfoxide suspension demonstrated the reversibility of the Cu(I)/Cu(II) SiO2-immobilized compounds by monitoring the metal-to-ligand charge transfer peak at about 450 nm. Electron paramagnetic resonance spectroscopy was used to monitor the isomerization of Cu(I) tetrahedral to Cu(II) square planar. This conformational change corresponds to a 90 degrees rotation of one ligand with respect to the other. Conductive atomic force microscopy and macroscopic gold electrodes were used to study the electrical properties of a p(+) Si-immobilized heteroleptic copper compound where switching between the Cu(I)/Cu(II) states occurred at -0.8 and +2.3 V.

  DOI：

  10.1021/ja103937v

文献信息

• Heteroleptic Copper Switches
  作者：Sanaz Kabehie、Mei Xue、Adam Z. Stieg、Monty Liong、Kang L. Wang、Jeffrey I. Zink

  DOI：10.1021/ja103937v

  日期：2010.11.17

  Heteroleptic copper compounds have been designed and synthesized on solid supports. Chemical redox agents were used to change the oxidation state of the SiO2-immobilized heteroleptic copper compounds from Cu(I) to Cu(II) and then back to Cu(I). Optical spectroscopy of a dimethyl sulfoxide suspension demonstrated the reversibility of the Cu(I)/Cu(II) SiO2-immobilized compounds by monitoring the metal-to-ligand charge transfer peak at about 450 nm. Electron paramagnetic resonance spectroscopy was used to monitor the isomerization of Cu(I) tetrahedral to Cu(II) square planar. This conformational change corresponds to a 90 degrees rotation of one ligand with respect to the other. Conductive atomic force microscopy and macroscopic gold electrodes were used to study the electrical properties of a p(+) Si-immobilized heteroleptic copper compound where switching between the Cu(I)/Cu(II) states occurred at -0.8 and +2.3 V.