N,N'-<(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methyl>ethylenediamine | 97855-26-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N'-<(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methyl>ethylenediamine
• 英文别名: N,N'-bis[(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methyl]ethylenediamine；N,N'-bis(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-ylmethyl)ethane-1,2-diamine
• CAS: 97855-26-0
• 化学式: C₃₂H₄₈N₂O₁₀
• 分子量: 620.741
• InChiKey: PDNWXUHXDDCBKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  44.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  116.36
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  ferrocenoyl chloride 、 N,N'-<(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methyl>ethylenediamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以18%的产率得到N,N'-bis[(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methyl]-N,N'-bis[ferroceneoxo]ethylenediamine
  参考文献：
  名称：

  Towards conformationally dependent redox-responsive molecular switches. New polyferrocene bis benzo crown ether receptors

  摘要：

  New polyferrocene bis benzo-15-crown-5 ligands have been prepared and shown to form 1:1 intramolecular sandwich complexes with the potassium cation. Electrochemical investigations reveal that both receptors undergo small anodic perturbations of the respective ferrocene-ferrocenium redox couples in the presence of alkali metal cations.

  DOI：

  10.1016/0022-328x(94)05191-d
• 作为产物：
  描述：

  N,N'-bis<(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methylidene>ethylenediamine 在 sodium tetrahydroborate 作用下， 以 乙腈 为溶剂， 以52%的产率得到N,N'-<(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclodecin-16-yl)methyl>ethylenediamine
  参考文献：
  名称：

  Towards conformationally dependent redox-responsive molecular switches. New polyferrocene bis benzo crown ether receptors

  摘要：

  New polyferrocene bis benzo-15-crown-5 ligands have been prepared and shown to form 1:1 intramolecular sandwich complexes with the potassium cation. Electrochemical investigations reveal that both receptors undergo small anodic perturbations of the respective ferrocene-ferrocenium redox couples in the presence of alkali metal cations.

  DOI：

  10.1016/0022-328x(94)05191-d

文献信息

• On the nature of the interaction between potassium ions and bis(crown ether) derivatives as revealed by low-temperature carbon-13 nuclear magnetic resonance spectroscopy
  作者：M. N. Stuart Hill、Joyce C. Lockhart、David P. Mousley

  DOI：10.1039/dt9960001455

  日期：——

  Bis(benzo-crown ether) derivatives linked by HN(CH2)nNH chains where n= 2–6, 8 or 10 have been prepared and their interaction with potassium ions examined. In multinuclear NMR studies it was shown that the structure in solution was a rapidly exchanging series of several different complexes of 1 : 1 composition. Some of these exchange processes are characterised by NMR kinetics. A quantitative mass spectroscopic evaluation of the competition between pairs of bis(crowns) for a single cation (potassium, rubidium or caesium ion) was made. In 1H, 13C NMR and in FAB mass spectroscopic studies the crown where n= 3 in the series showed the most extreme behaviour, suggestive of stronger complexation and/or a different conformation.

  已制备出由 HN(CH2)nNH 链（其中 n= 2-6、8 或 10）连接的双（苯并冠醚）衍生物，并检查了它们与钾离子的相互作用。多核核磁共振研究表明，溶液中的结构是一系列 1:1 组成的不同配合物的快速交换系列。其中一些交换过程通过核磁共振动力学来表征。对双冠对之间对单一阳离子（钾、铷或铯离子）的竞争进行了定量质谱评估。在 1H、13C NMR 和 FAB 质谱研究中，该系列中 n= 3 的冠表现出最极端的行为，表明更强的络合作用和/或不同的构象。