1,1-Bis(pyrazol-1-ylmethyl)ethene | 145490-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,1-Bis(pyrazol-1-ylmethyl)ethene
• 英文别名: 1-[2-(Pyrazol-1-ylmethyl)prop-2-enyl]pyrazole
• CAS: 145490-08-0
• 化学式: C₁₀H₁₂N₄
• 分子量: 188.232
• InChiKey: WXCNUWKYEMYLNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  336.2±42.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(Me)₂Pt(μ-SEt₂)]₂ 、 1,1-Bis(pyrazol-1-ylmethyl)ethene 在 CH₃I 作用下， 以 丙酮 为溶剂， 以58%的产率得到
  参考文献：
  名称：

  Synthesis of 1,1-bis(pyrazol-1-ylmethyl)ethene and the structure of a trimethylplatinum(IV) derivative containing an eight-membered chelate ring

  摘要：

  The bidentate pyrazole-donor ligand 1,1-bis(pyrazol-1-ylmethyl)ethene, [(pz)CH2]2C=CH2, may be synthesized in high yield on reaction of the readily obtained potassium pyrazolide with commercially available (ClCH2)2C=CH2. Reaction of the ligand with [{PtMe2(SEt2)}2], followed by addition of iodomethane, gives the platinum(IV) complex fac-[PtIMe3{[(pz)CH2]2C=CH2-N,N'}]. Proton NMR and X-ray structural studies show that the eight-membered chelate ring PtNNC3NN adopts a configuration in which the pyrazole rings are in different environments, forming angles of 26.0(3) and 38.2(3)-degrees with the 'PtC2N2' mean plane. Thus, the four methylene protons are also in different environments, as are the PtMe groups trans to pyrazole groups. The eight-membered chelate ring is fluxional, undergoing inversion with DELTA(G)double dagger almost-equal-to 15 kcal mol-1 (almost-equal-to 63 kJ mol-1) at 10-degrees-C.

  DOI：

  10.1039/dt9920002663
• 作为产物：
  描述：

  吡唑 、 3-氯-2-氯甲基丙烯 在 1) K 作用下， 生成 1,1-Bis(pyrazol-1-ylmethyl)ethene
  参考文献：
  名称：

  Synthesis of 1,1-bis(pyrazol-1-ylmethyl)ethene and the structure of a trimethylplatinum(IV) derivative containing an eight-membered chelate ring

  摘要：

  The bidentate pyrazole-donor ligand 1,1-bis(pyrazol-1-ylmethyl)ethene, [(pz)CH2]2C=CH2, may be synthesized in high yield on reaction of the readily obtained potassium pyrazolide with commercially available (ClCH2)2C=CH2. Reaction of the ligand with [{PtMe2(SEt2)}2], followed by addition of iodomethane, gives the platinum(IV) complex fac-[PtIMe3{[(pz)CH2]2C=CH2-N,N'}]. Proton NMR and X-ray structural studies show that the eight-membered chelate ring PtNNC3NN adopts a configuration in which the pyrazole rings are in different environments, forming angles of 26.0(3) and 38.2(3)-degrees with the 'PtC2N2' mean plane. Thus, the four methylene protons are also in different environments, as are the PtMe groups trans to pyrazole groups. The eight-membered chelate ring is fluxional, undergoing inversion with DELTA(G)double dagger almost-equal-to 15 kcal mol-1 (almost-equal-to 63 kJ mol-1) at 10-degrees-C.

  DOI：

  10.1039/dt9920002663