4,4'-(methylene)-bis-[1-(2-pyridinyl)-1H-pyrazole] | 1393722-44-5

• 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: 4,4'-(methylene)-bis-[1-(2-pyridinyl)-1H-pyrazole]
• CAS: 1393722-44-5
• 化学式: C₁₇H₁₄N₆
• 分子量: 302.338
• InChiKey: BMHFZADUBXPKJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.42
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  iron(II) tetrafluoroborate hexahydrate 、 4,4'-(methylene)-bis-[1-(2-pyridinyl)-1H-pyrazole] 以 乙腈 为溶剂， 反应 1.0h， 以14%的产率得到
  参考文献：
  名称：

  Synthesis of an Fe(II) dinuclear triple helicate from a novel -bis-(N-pyrazolyl)pyridine ligand, [Fe₂L₃]⁴⁺: solution and solid-state studies

  摘要：

  Reported herein is the preparation of a new -bis-bidentate ligand 4,4'-methylene-bis-(1-(2-pyridyl)pyrazole), L, which forms a dinuclear triple helicate complex [Fe2L3](4+), 1, on reaction with Fe(BF4)(2)center dot 6H(2)O in acetonitrile or nitromethane solution. The formation of 1 was studied by H-1 NMR and UV-vis spectroscopic titration experiments, which identified the existence of dinuclear triple-stranded species in solution (most likely the rac-helicate), and this was corroborated by electrospray mass-spectrometry experiment which demonstrated the presence of an [Fe2L3](4+) parent ion. Careful choice of crystallisation solvents has allowed the isolation of two solvate species with different solid-state structures: [Fe2L3]center dot 4(BF4)center dot 1.3(H2O), 1A, in which the helicates pack efficiently via anion-pi interactions along the helical axis and direct pi-pi stacking via parallel fourfold aryl embrace interactions, giving rise to narrow 1D solvent channels; and [Fe2L3]center dot 4(BF4)center dot 6MeNO(2)center dot 2C(6)H(6)center dot 4H(2)O, 1B, in which the inter-molecular interactions observed in 1A are disrupted by heavy solvation and the inclusion of several benzene molecules which interact by pi-pi overlap with the helicate complex, resulting in less efficient packing of the helicate and a more open lattice.

  DOI：

  10.1080/10610278.2012.688129
• 作为产物：
  描述：

  2-溴吡啶 、 4,4′-methylenebispyrazole 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以23%的产率得到4,4'-(methylene)-bis-[1-(2-pyridinyl)-1H-pyrazole]
  参考文献：
  名称：

  Synthesis of an Fe(II) dinuclear triple helicate from a novel -bis-(N-pyrazolyl)pyridine ligand, [Fe₂L₃]⁴⁺: solution and solid-state studies

  摘要：

  Reported herein is the preparation of a new -bis-bidentate ligand 4,4'-methylene-bis-(1-(2-pyridyl)pyrazole), L, which forms a dinuclear triple helicate complex [Fe2L3](4+), 1, on reaction with Fe(BF4)(2)center dot 6H(2)O in acetonitrile or nitromethane solution. The formation of 1 was studied by H-1 NMR and UV-vis spectroscopic titration experiments, which identified the existence of dinuclear triple-stranded species in solution (most likely the rac-helicate), and this was corroborated by electrospray mass-spectrometry experiment which demonstrated the presence of an [Fe2L3](4+) parent ion. Careful choice of crystallisation solvents has allowed the isolation of two solvate species with different solid-state structures: [Fe2L3]center dot 4(BF4)center dot 1.3(H2O), 1A, in which the helicates pack efficiently via anion-pi interactions along the helical axis and direct pi-pi stacking via parallel fourfold aryl embrace interactions, giving rise to narrow 1D solvent channels; and [Fe2L3]center dot 4(BF4)center dot 6MeNO(2)center dot 2C(6)H(6)center dot 4H(2)O, 1B, in which the inter-molecular interactions observed in 1A are disrupted by heavy solvation and the inclusion of several benzene molecules which interact by pi-pi overlap with the helicate complex, resulting in less efficient packing of the helicate and a more open lattice.

  DOI：

  10.1080/10610278.2012.688129