4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodoundecyl 2,2,2-tripyrazol-1-ylethyl ether | 1311320-72-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodoundecyl 2,2,2-tripyrazol-1-ylethyl ether
• CAS: 1311320-72-5
• 化学式: C₂₂H₁₆F₁₇IN₆O
• 分子量: 830.286
• InChiKey: XUUFFFJYMISYIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  47.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  62.69
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodoundecyl 2,2,2-tripyrazol-1-ylethyl ether 在 potassium fluoride 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以95%的产率得到4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl 2,2,2-tripyrazol-1-ylethyl ether
  参考文献：
  名称：

  Polyfluoroalkylated tripyrazolylmethane ligands: Synthesis and complexes

  摘要：

  Tripyrazolylmethanes represent a novel class of uncharged ligands analogous to charged tripyrazolylborates (scorpionates), which are isoelectronic and isolobal with cyclopentadienides. We report here a straightforward synthesis of the first polyfluoroalkylated tripyrazolylmethane ligands bearing C4F9-C12F25 ponytails, based on allylation/perfluoroalkylation/reduction sequence of transformations of 2,2,2-tripyrazol-1-ylethanol. Model complexation reactions of these ligands gave sandwich complexes of copper(II), nickel(II), cobalt(II) and iron(II), the structure of which was confirmed by detailed MS analysis, as well as by NMR spectroscopy for the fourth diamagnetic complex. Fluorophilicity of the ligands and their complexes peaks for C10F21 ponytail but lies below zero. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.04.010
• 作为产物：
  描述：

  2,2,2-tris(pyrazol-1-yl)ethanol 在 偶氮二异丁腈 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-iodoundecyl 2,2,2-tripyrazol-1-ylethyl ether
  参考文献：
  名称：

  Polyfluoroalkylated tripyrazolylmethane ligands: Synthesis and complexes

  摘要：

  Tripyrazolylmethanes represent a novel class of uncharged ligands analogous to charged tripyrazolylborates (scorpionates), which are isoelectronic and isolobal with cyclopentadienides. We report here a straightforward synthesis of the first polyfluoroalkylated tripyrazolylmethane ligands bearing C4F9-C12F25 ponytails, based on allylation/perfluoroalkylation/reduction sequence of transformations of 2,2,2-tripyrazol-1-ylethanol. Model complexation reactions of these ligands gave sandwich complexes of copper(II), nickel(II), cobalt(II) and iron(II), the structure of which was confirmed by detailed MS analysis, as well as by NMR spectroscopy for the fourth diamagnetic complex. Fluorophilicity of the ligands and their complexes peaks for C10F21 ponytail but lies below zero. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.04.010