6,6'-bis(3-pyrazolyl)-2,2'-bipyridine | 249634-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,6'-bis(3-pyrazolyl)-2,2'-bipyridine
• 英文别名: 2-(1H-pyrazol-5-yl)-6-[6-(1H-pyrazol-5-yl)pyridin-2-yl]pyridine
• CAS: 249634-42-2
• 化学式: C₁₆H₁₂N₆
• 分子量: 288.311
• InChiKey: HYNCPLHBZUSFSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,6'-bis(3-pyrazolyl)-2,2'-bipyridine 、 silver tetrafluoroborate 以 甲醇 为溶剂， 生成 [Ag2(6,6'-bis(3-pyrazolyl)-2,2'-bipyridine)2](BF4)2
  参考文献：
  名称：

  Synthesis and coordination chemistry of the tetradentate ligands 6,6′-bis(3-pyrazolyl)-2,2′-bipyridine and 6,6′-bis(2-hydroxyphenyl)-2,2′-bipyridine: intramolecular hydrogen-bonding in complexes of Cu(II), and a dinuclear double helicate with Ag(I)

  摘要：

  Simple syntheses of the potentially tetradentate chelating ligands 6,6'-bis(3-pyrazolyl)-2,2'-bipyridine (H2L1), and 6,6'-bis(2-hydroxyphenyl)-2,2'- bipyridine (H2L2) are described: H2L1 is a new ligand, whereas H2L1 is known, but investigation of its coordination chemistry has been hampered by the lack of a simple synthesis. Complexes of both have been structurally characterised and reveal many interesting features. [Cu(HL1)(H2O)][PF6] is square pyramidal with an axial H2O ligand, but, in the solid state, forms a hydrogen-bonded dimer in which the peripheral pyrazolyl groups of HL1 (one protonated, one deprotonated) in one complex unit form a two-point 'chelating' hydrogen-bonding interaction with the axial water ligand of the second, and vice versa. In contrast, [Ag-2(L-1)(2)][BF4](2) is a dinuclear double helicate because of the preference of Ag(I) ions for a pseudo-tetrahedral geometry, [Cu(L-2)] has a typical near-planar geometry with a N2O2 donor set, and monomeric units are associated into centrosymmetric dimers in the crystal via weak axial Cu ... O(phenolate) interactions to give an asymmetric [Cu-2(mu-phenolate)(2)] core. In {[Cu(L-2)](2)H}(PF6), the two monomeric [Cu(L-2)] units are also associated via axial phenolate interactions to give a dimer with a [Cu-2(mu-phenolate)(2)] core, but, in addition, the extra proton per dimer unit is located at the centre of a short, strong O ... H ... O hydrogen-bond that links a phenolate group from each of the two monomer units. The geometry of dimer formation is changed in order to allow the phenolate groups to approach one another closely enough for this hydrogen-bond to form. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(99)00154-0