11-Nitrophenanthro[9,10-b]quinoxalin-10-amine | 1266103-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 11-Nitrophenanthro[9,10-b]quinoxalin-10-amine
• CAS: 1266103-78-9
• 化学式: C₂₀H₁₂N₄O₂
• 分子量: 340.341
• InChiKey: VTKXTIIBCMNPEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  11-Nitrophenanthro[9,10-b]quinoxalin-10-amine 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以62%的产率得到Phenanthro[9,10-b]quinoxaline-10,11-diamine
  参考文献：
  名称：

  Ferrocene-Based Heteroditopic Receptors Displaying High Selectivity toward Lead and Mercury Metal Cations through Different Channels

  摘要：

  The synthesis and electrochemical, optical, and ion-sensing properties of ferrocene-imidazophenazine dyads are presented. Dyad 4 behaves as a highly selective chemosensor molecule for Pb2+ cations in CH3-CN/H2O (9:1). The emission spectrum (lambda(exc) = 317 nm) undergoes an important chelation-enhanced fluorescence effect (CHEF = 47) in the presence of Pb2+ cations, a new low-energy band appeared at 502 nm, in its UV/vis spectrun, and the oxidation redox peak is anodically shifted (Delta E-1/2 = 230 mV). The presence of Hg2+ cations also induced a perturbation of the redox potencial although in less extension, than those found with Pb2+ cations. Dyad 7, bearing two fused pyridine rings, has shown its ability for sensing Hg2+ cations selectively through three channels: electrochemical, optical, and fluorescent; the oxidation redox peak is anodically shifted (Delta(1/2) = 200 mV), a new low-energy band of the absorption spectrum appeared at 485 nm, and the emission spectrum (lambda(exc) = 340 nm) is red-shifted by 32 nm accompanied by a remarkable chelation-enhanced fluorescent effect (CHEF = 165). Linear sweep voltammetry revealed that Cu2+ cations induced oxidation of the ferrocene unit in both dyads. H-1 NMR studies have been carried out to obtain information about the molecular sites which are involved in the binding process.

  DOI：

  10.1021/jo102243e
• 作为产物：
  描述：

  11-nitrodibenzo[a,c]phenazine 在 potassium tert-butylate 、 1,1,1-三甲基碘化肼 作用下， 以 二甲基亚砜 为溶剂， 以32%的产率得到11-Nitrophenanthro[9,10-b]quinoxalin-10-amine
  参考文献：
  名称：

  Ferrocene-Based Heteroditopic Receptors Displaying High Selectivity toward Lead and Mercury Metal Cations through Different Channels

  摘要：

  The synthesis and electrochemical, optical, and ion-sensing properties of ferrocene-imidazophenazine dyads are presented. Dyad 4 behaves as a highly selective chemosensor molecule for Pb2+ cations in CH3-CN/H2O (9:1). The emission spectrum (lambda(exc) = 317 nm) undergoes an important chelation-enhanced fluorescence effect (CHEF = 47) in the presence of Pb2+ cations, a new low-energy band appeared at 502 nm, in its UV/vis spectrun, and the oxidation redox peak is anodically shifted (Delta E-1/2 = 230 mV). The presence of Hg2+ cations also induced a perturbation of the redox potencial although in less extension, than those found with Pb2+ cations. Dyad 7, bearing two fused pyridine rings, has shown its ability for sensing Hg2+ cations selectively through three channels: electrochemical, optical, and fluorescent; the oxidation redox peak is anodically shifted (Delta(1/2) = 200 mV), a new low-energy band of the absorption spectrum appeared at 485 nm, and the emission spectrum (lambda(exc) = 340 nm) is red-shifted by 32 nm accompanied by a remarkable chelation-enhanced fluorescent effect (CHEF = 165). Linear sweep voltammetry revealed that Cu2+ cations induced oxidation of the ferrocene unit in both dyads. H-1 NMR studies have been carried out to obtain information about the molecular sites which are involved in the binding process.

  DOI：

  10.1021/jo102243e

文献信息

• Ferrocene-Based Heteroditopic Receptors Displaying High Selectivity toward Lead and Mercury Metal Cations through Different Channels
  作者：María Alfonso、Alberto Tárraga、Pedro Molina

  DOI：10.1021/jo102243e

  日期：2011.2.4

  The synthesis and electrochemical, optical, and ion-sensing properties of ferrocene-imidazophenazine dyads are presented. Dyad 4 behaves as a highly selective chemosensor molecule for Pb2+ cations in CH3-CN/H2O (9:1). The emission spectrum (lambda(exc) = 317 nm) undergoes an important chelation-enhanced fluorescence effect (CHEF = 47) in the presence of Pb2+ cations, a new low-energy band appeared at 502 nm, in its UV/vis spectrun, and the oxidation redox peak is anodically shifted (Delta E-1/2 = 230 mV). The presence of Hg2+ cations also induced a perturbation of the redox potencial although in less extension, than those found with Pb2+ cations. Dyad 7, bearing two fused pyridine rings, has shown its ability for sensing Hg2+ cations selectively through three channels: electrochemical, optical, and fluorescent; the oxidation redox peak is anodically shifted (Delta(1/2) = 200 mV), a new low-energy band of the absorption spectrum appeared at 485 nm, and the emission spectrum (lambda(exc) = 340 nm) is red-shifted by 32 nm accompanied by a remarkable chelation-enhanced fluorescent effect (CHEF = 165). Linear sweep voltammetry revealed that Cu2+ cations induced oxidation of the ferrocene unit in both dyads. H-1 NMR studies have been carried out to obtain information about the molecular sites which are involved in the binding process.