(4,4′-bipyridin)-1-ium-1-yl(perfluoropyridin-4-yl)amide | 1431849-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (4,4′-bipyridin)-1-ium-1-yl(perfluoropyridin-4-yl)amide
• 英文别名: (4,4'-Bipyridin)-1-ium-1-yl(perfluoropyridin-4-yl)amide；(4-pyridin-4-ylpyridin-1-ium-1-yl)-(2,3,5,6-tetrafluoropyridin-4-yl)azanide
• CAS: 1431849-83-0
• 化学式: C₁₅H₈F₄N₄
• 分子量: 320.249
• InChiKey: MMAKVDJBMQSMCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  五氟吡啶 、 以 N,N-二甲基甲酰胺 为溶剂， 生成 (4,4′-bipyridin)-1-ium-1-yl(perfluoropyridin-4-yl)amide
  参考文献：
  名称：

  Molecular and crystal structure of (pyrazin-1-ium-1-yl)(perfluoropyridin-4-yl) and (4,4′-bipyridin-1-ium-1-yl)(perfluoropyridin-4-yl)amides

  摘要：

  The single crystal X-ray diffraction study of (pyrazin-1-ium-1-yl)(perfluoropyridin-4-yl) and (4,4'-bipyridin)-1-ium-1-yl(perfluoropyridin-4-yl)amides is performed. In all cases, the N+-N- bond length is less than that of the single N-planar.-N-planar. bond, but considerably more than that of the double N=N bond, which indicates a weak involvement of the N- lone pair of the C5NF4N- group in conjugation with pyrazine or bipyridine moieties. Quantum chemical calculations by DFT/(PBE/L1), B3LYP/L1, and RI-MP2/L1 methods provide the geometry of amides similar to the experimental one. Crystals of (pyrazin-1-ium-1-yl)(perfluoropyridin-4-yl)amide form stacks mainly through F-pi interactions. The stacks are joined in 3D architecture by weak C-HaEuro broken vertical bar N and C-HaEuro broken vertical bar F hydrogen bonds. In the case of (4,4'-bipyridin)-1-ium-1-yl(perfluoropyridin-4-yl)amide crystals, an essential role is played by the pi stacking interactions of heteroaromatic rings.

  DOI：

  10.1134/s0022476612050186