2,6-pyridinebis(1,5-diisopropyl-6-oxoverdazyl-3-yl) | 1319745-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四嗪
• 英文名称: 2,6-pyridinebis(1,5-diisopropyl-6-oxoverdazyl-3-yl)
• 英文别名: 6-[6-[6-Oxo-1,5-di(propan-2-yl)-1,2,4,5-tetrazin-1-ium-3-yl]pyridin-2-yl]-2,4-di(propan-2-yl)-1,2,4-triaza-5-azanidacyclohex-6-en-3-one；6-[6-[6-oxo-1,5-di(propan-2-yl)-1,2,4,5-tetrazin-1-ium-3-yl]pyridin-2-yl]-2,4-di(propan-2-yl)-1,2,4-triaza-5-azanidacyclohex-6-en-3-one
• CAS: 1319745-01-1
• 化学式: C₂₁H₃₁N₉O₂
• 分子量: 441.536
• InChiKey: FFLZGOATFBLRSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  97.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-pyridinebis(1,5-diisopropyl-6-oxoverdazyl-3-yl) 、 zinc(II) chloride 以 乙腈 为溶剂， 以71%的产率得到2,6-pyridinebis(1,5-diisopropyl-6-oxoverdazyl-3-yl)zinc(II)chloride
  参考文献：
  名称：

  Redox properties of zinc complexes of verdazyl radicals and diradicals

  摘要：

  Reactions of ZnCl2 with tridentate ligands based either on a 2,2'-bipyridine-substituted verdazyl radical (1) or a 2,6-pyridine-linked verdazyl diradical (2) give trigonal bipyramidal complexes 1 center dot ZnCl2 and 2 center dot ZnCl2, respectively in which the Zn-N bonds to the verdazyl nitrogen atoms are considerably longer than the Zn-N (pyridine) bonds. Electronic and EPR spectroscopy and magnetic susceptibility studies indicate that the perturbation of the verdazyl chromophore in the two Zn complexes is small. However, the redox properties of the Zn complexes are substantially different from those of the free ligand. The oxidation and reduction potentials of the verdazyl radical 1 both shift to more positive potentials in 1 center dot ZnCl2. Voltammetry studies of diradical complex 2 center dot ZnCl2 reveal substantial changes: reduction of the two verdazyl moieties in the complex occurs in a stepwise manner, whereas in the free ligand the two verdazyls have nearly identical reduction potentials. Oxidation of 2 center dot ZnCl2 appears to lead to hemilabile behavior, i.e. the verdazyl-Zn bonds are broken reversibly upon oxidation, based on the voltammetric profile and also based on spectroscopic studies of the neutral and oxidized form of this complex. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.02.046
• 作为产物：
  描述：

  、 对苯醌 以 甲苯 为溶剂， 反应 0.75h， 以78.8%的产率得到2,6-pyridinebis(1,5-diisopropyl-6-oxoverdazyl-3-yl)
  参考文献：
  名称：

  Redox properties of zinc complexes of verdazyl radicals and diradicals

  摘要：

  Reactions of ZnCl2 with tridentate ligands based either on a 2,2'-bipyridine-substituted verdazyl radical (1) or a 2,6-pyridine-linked verdazyl diradical (2) give trigonal bipyramidal complexes 1 center dot ZnCl2 and 2 center dot ZnCl2, respectively in which the Zn-N bonds to the verdazyl nitrogen atoms are considerably longer than the Zn-N (pyridine) bonds. Electronic and EPR spectroscopy and magnetic susceptibility studies indicate that the perturbation of the verdazyl chromophore in the two Zn complexes is small. However, the redox properties of the Zn complexes are substantially different from those of the free ligand. The oxidation and reduction potentials of the verdazyl radical 1 both shift to more positive potentials in 1 center dot ZnCl2. Voltammetry studies of diradical complex 2 center dot ZnCl2 reveal substantial changes: reduction of the two verdazyl moieties in the complex occurs in a stepwise manner, whereas in the free ligand the two verdazyls have nearly identical reduction potentials. Oxidation of 2 center dot ZnCl2 appears to lead to hemilabile behavior, i.e. the verdazyl-Zn bonds are broken reversibly upon oxidation, based on the voltammetric profile and also based on spectroscopic studies of the neutral and oxidized form of this complex. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.02.046

文献信息

• Redox properties of zinc complexes of verdazyl radicals and diradicals
  作者：Kevin J. Anderson、Joe B. Gilroy、Brian O. Patrick、Robert McDonald、Michael J. Ferguson、Robin G. Hicks

  DOI：10.1016/j.ica.2011.02.046

  日期：2011.8

  Reactions of ZnCl2 with tridentate ligands based either on a 2,2'-bipyridine-substituted verdazyl radical (1) or a 2,6-pyridine-linked verdazyl diradical (2) give trigonal bipyramidal complexes 1 center dot ZnCl2 and 2 center dot ZnCl2, respectively in which the Zn-N bonds to the verdazyl nitrogen atoms are considerably longer than the Zn-N (pyridine) bonds. Electronic and EPR spectroscopy and magnetic susceptibility studies indicate that the perturbation of the verdazyl chromophore in the two Zn complexes is small. However, the redox properties of the Zn complexes are substantially different from those of the free ligand. The oxidation and reduction potentials of the verdazyl radical 1 both shift to more positive potentials in 1 center dot ZnCl2. Voltammetry studies of diradical complex 2 center dot ZnCl2 reveal substantial changes: reduction of the two verdazyl moieties in the complex occurs in a stepwise manner, whereas in the free ligand the two verdazyls have nearly identical reduction potentials. Oxidation of 2 center dot ZnCl2 appears to lead to hemilabile behavior, i.e. the verdazyl-Zn bonds are broken reversibly upon oxidation, based on the voltammetric profile and also based on spectroscopic studies of the neutral and oxidized form of this complex. (C) 2011 Elsevier B. V. All rights reserved.