bis(tris(3,5-dimethylpyrazolyl)methane)ether | 1198745-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: bis(tris(3,5-dimethylpyrazolyl)methane)ether
• 英文别名: (pzMe2)3C-O-C(pzMe2)3；1-[Bis(3,5-dimethylpyrazol-1-yl)-[tris(3,5-dimethylpyrazol-1-yl)methoxy]methyl]-3,5-dimethylpyrazole；1-[bis(3,5-dimethylpyrazol-1-yl)-[tris(3,5-dimethylpyrazol-1-yl)methoxy]methyl]-3,5-dimethylpyrazole
• CAS: 1198745-66-2
• 化学式: C₃₂H₄₂N₁₂O
• 分子量: 610.765
• InChiKey: KJDOVICVSKHAMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  三(3,5-二甲基-1-吡唑基)甲烷 在 正丁基锂 、 碘 、 氧气 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 1.0h， 以33%的产率得到bis(tris(3,5-dimethylpyrazolyl)methane)ether
  参考文献：
  名称：

  Towards the functionalization of the methine carbon of a sterically hindered tris(pyrazolyl)methane: is a radical pathway envisageable? Synthesis and structure of tetrakis(3,5-dimethylpyrazolyl)methane

  摘要：

  Iodine oxidation, at -80 degrees C, of the carbanion in [{C-(pz(Me2))(3)}Li+(THF)] (1) (with pZ(Me2)=3,5-dimethylpyrazolyl) yields the C-centred radical in [{C-center dot(pz(Me2))(3)}Li(THF)](+) (1(+)), which, upon warming to room temperature, produces the unprecedented tetrakis(3,5-dimethylpyrazolyl)methane C(pz(Me2)), (3), the X-ray structure of which revealing intramolecular C-H center dot center dot center dot pi interactions between each 5-Me group and an adjacent pyrazolyl ring. Oxidation of the radical by O-2 appears to lead to the novel ether (pz(Me2))(3)C-O-C(pz(Me2))(3) (2). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.006

文献信息

• Towards the functionalization of the methine carbon of a sterically hindered tris(pyrazolyl)methane: is a radical pathway envisageable? Synthesis and structure of tetrakis(3,5-dimethylpyrazolyl)methane
  作者：Laurent Benisvy、Riccardo Wanke、Maxim L. Kuznetsov、M. Fátima C. Guedes da Silva、Armando J.L. Pombeiro

  DOI：10.1016/j.tet.2009.09.006

  日期：2009.11

  Iodine oxidation, at -80 degrees C, of the carbanion in [C-(pz(Me2))(3)}Li+(THF)] (1) (with pZ(Me2)=3,5-dimethylpyrazolyl) yields the C-centred radical in [C-center dot(pz(Me2))(3)}Li(THF)](+) (1(+)), which, upon warming to room temperature, produces the unprecedented tetrakis(3,5-dimethylpyrazolyl)methane C(pz(Me2)), (3), the X-ray structure of which revealing intramolecular C-H center dot center dot center dot pi interactions between each 5-Me group and an adjacent pyrazolyl ring. Oxidation of the radical by O-2 appears to lead to the novel ether (pz(Me2))(3)C-O-C(pz(Me2))(3) (2). (C) 2009 Elsevier Ltd. All rights reserved.