2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide | 1236552-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide
• 英文别名: N-benzyl-2-[2-(1,3-dioxolan-2-yl)quinolin-8-yl]oxyacetamide
• CAS: 1236552-66-1
• 化学式: C₂₁H₂₀N₂O₄
• 分子量: 364.401
• InChiKey: XBHOHIQHEPFUSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  europium(III) nitrate hexahydrate 、 2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide 以 氯仿 、 乙酸乙酯 为溶剂， 生成 (2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide)trinitratoeuropium(II)
  参考文献：
  名称：

  Anion-responsive luminescent Eu3+ complexes with ring-like rigid quinoline–amide ligands

  摘要：

  Two novel ring-like rigid quinoline-amide ligands, 2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide (L-I) and 3-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-1,1-diphenylpropan-2-one (L-II), were designed to assemble the anion-responsive luminescent europium complexes. Crystallographic studies of the EuLI(NO3)(3) and EuLII(NO3)(3) revealed that the tetradentate ligands L-I and L-II cooperatively coordinated with Eu3+ ion and some available sites around central europium ions for guest anions were reserved in the complexes. The luminescent properties of the Eu(III) nitrate complexes in acetonitrile solutions were investigated. And the lowest triplet state energy levels of the ligands are well placed to allow energy transfer to the resonance level of Eu(III). At the same time, the luminescence titration experiments and the Job's plot analysis demonstrated the formation of 1:1 complexes in the solutions. The luminescence intensities at 616 nm were enhanced by addition of NO3- or Cl- anion to the mixed acetonitrile solutions of Eu(CF3SO3)(3) and the ligands. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2010.04.020
• 作为产物：
  描述：

  N-苄基-2-氯乙酰胺 、 2-(1,3-dioxolan-2-yl)quinolin-8-ol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide
  参考文献：
  名称：

  Anion-responsive luminescent Eu3+ complexes with ring-like rigid quinoline–amide ligands

  摘要：

  Two novel ring-like rigid quinoline-amide ligands, 2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide (L-I) and 3-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-1,1-diphenylpropan-2-one (L-II), were designed to assemble the anion-responsive luminescent europium complexes. Crystallographic studies of the EuLI(NO3)(3) and EuLII(NO3)(3) revealed that the tetradentate ligands L-I and L-II cooperatively coordinated with Eu3+ ion and some available sites around central europium ions for guest anions were reserved in the complexes. The luminescent properties of the Eu(III) nitrate complexes in acetonitrile solutions were investigated. And the lowest triplet state energy levels of the ligands are well placed to allow energy transfer to the resonance level of Eu(III). At the same time, the luminescence titration experiments and the Job's plot analysis demonstrated the formation of 1:1 complexes in the solutions. The luminescence intensities at 616 nm were enhanced by addition of NO3- or Cl- anion to the mixed acetonitrile solutions of Eu(CF3SO3)(3) and the ligands. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2010.04.020

文献信息

• Anion-responsive luminescent Eu3+ complexes with ring-like rigid quinoline–amide ligands
  作者：Hai-Ping Wang、Hai-Gang Li、Guang-Nong Lu、Ning Tang、Wei-Sheng Liu、Yu Tang

  DOI：10.1016/j.inoche.2010.04.020

  日期：2010.7

  Two novel ring-like rigid quinoline-amide ligands, 2-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-N-benzylacetamide (L-I) and 3-[2-(1,3-dioxolan-2-yl)quinolin-8-yloxy]-1,1-diphenylpropan-2-one (L-II), were designed to assemble the anion-responsive luminescent europium complexes. Crystallographic studies of the EuLI(NO3)(3) and EuLII(NO3)(3) revealed that the tetradentate ligands L-I and L-II cooperatively coordinated with Eu3+ ion and some available sites around central europium ions for guest anions were reserved in the complexes. The luminescent properties of the Eu(III) nitrate complexes in acetonitrile solutions were investigated. And the lowest triplet state energy levels of the ligands are well placed to allow energy transfer to the resonance level of Eu(III). At the same time, the luminescence titration experiments and the Job's plot analysis demonstrated the formation of 1:1 complexes in the solutions. The luminescence intensities at 616 nm were enhanced by addition of NO3- or Cl- anion to the mixed acetonitrile solutions of Eu(CF3SO3)(3) and the ligands. (C) 2010 Elsevier B.V. All rights reserved.