[1-methylnitrile-2,3-dimethylimidazolium]PF₆ | 683225-06-1

• 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-methylnitrile-2,3-dimethylimidazolium]PF₆
• 英文别名: 4-(2,3-Dimethylimidazol-3-ium-1-yl)butanenitrile;hexafluorophosphate
• CAS: 683225-06-1
• 化学式: C₉H₁₄N₃*F₆P
• 分子量: 309.194
• InChiKey: ARJOYMWTOTWBCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  32.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [1-methylnitrile-2,3-dimethylimidazolium]PF₆ 、 palladium dichloride 以 二氯甲烷 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  Development of Nitrile-Functionalized Ionic Liquids for C−C Coupling Reactions:  Implication of Carbene and Nanoparticle Catalysts

  摘要：

  A series of nitrile-functionalized imidazolium salts (many of which are liquid at room temperature) have been prepared. The reactivity of these salts with PdCl2 has been studied, resulting in salts containing a tetrachloropalladate dianion or compounds in which the nitrile substituent coordinates to the palladium center. Further derivation of the latter compounds affords carbenes. All the new compounds have been characterized by spectroscopic methods and nine of them by single-crystal X-ray diffraction. The catalytic activity of the different palladium salts in Suzuki, Stille, and Heck reactions has been evaluated in some of the nitrile-functionalized ionic liquids (ILs) and compared with that of nonfunctionalized ILs, providing insights into the nature of the actual catalyst. In some instances, palladium nanoparticles have been identified, but the nature of the catalyst strongly depends on the IL employed.

  DOI：

  10.1021/om060950e