1-(3-cyanopropyl)-3-methyl-3H-imidazol-1-ium hexafluorophosphate | 683224-98-8

• 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-(3-cyanopropyl)-3-methyl-3H-imidazol-1-ium hexafluorophosphate
• 英文别名: 1-(3-cyanopropyl)-3-methylimidazolium hexafluorophosphate；[1-propylnitrile-3-methylimidazolium]PF₆；4-(3-Methylimidazol-3-ium-1-yl)butanenitrile;hexafluorophosphate
• CAS: 683224-98-8
• 化学式: C₈H₁₂N₃*F₆P
• 分子量: 295.168
• InChiKey: YPQMDXLMLKXWMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-(3-cyanopropyl)-3-methyl-3H-imidazol-1-ium hexafluorophosphate 、 palladium dichloride 以 二氯甲烷 为溶剂， 以98%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
• 作为产物：
  描述：

  1-(3-cyano-propyl)-3-methyl-3H-imidazol-1-ium bromide 在 六氟磷酸钾 作用下， 以 水 为溶剂， 反应 24.0h， 以80%的产率得到1-(3-cyanopropyl)-3-methyl-3H-imidazol-1-ium hexafluorophosphate
  参考文献：
  名称：

  钯纳米粒子在离子液体中催化芳基和杂芳基卤化物的无磷Hiyama交叉偶联

  摘要：

  钯纳米颗粒 (NPs) 2-5 nm 大小并通过在腈官能化 3-(3-cyanopropyl)-1-methyl-1H-imidazol-3-ium 六氟磷酸盐 {[CN-bmim]PF6} 中进行热还原而预先形成芳烃和杂环卤化物与芳基-和乙烯基三甲氧基硅烷的碳-碳键形成反应的原位催化剂。以 76% 至 98% 的产率获得了多种联苯衍生物、取代的苯乙烯和芳族杂环。我们首次展示了使用 1-丁基-3-甲基咪唑鎓氟化物作为有机硅烷的活化剂，与传统的氟源（如四丁基氟化铵）相比，它易于处理、储存和处理，这对于 Hiyama 偶联是必不可少的。固定在 [CN-bmim]PF6 中的 Pd NPs 以仅 4 mol% 的低催化剂负载量提供了高产率的交叉偶联产物，

  DOI：

  10.1002/ejoc.201300307

文献信息

• The Buoy Effect: Surface Enrichment of a Pt Complex in IL Solution by Ligand Design
  作者：Daniel Hemmeter、Daniel Kremitzl、Peter S. Schulz、Peter Wasserscheid、Florian Maier、Hans‐Peter Steinrück

  DOI：10.1002/chem.202203325

  日期：2023.1.12

  Ligand design has a strong impact on the surface activity of organometallic complexes. Complementing the ligand system of a Pt complex with fluorinated groups triggers strong enrichment at the IL/vacuum interface in IL solution in a buoy-like fashion, which was studied by ARXPS.

  配体设计对有机金属配合物的表面活性有很大影响。用氟化基团补充 Pt 络合物的配体系统会以浮标状方式在 IL 溶液中的 IL/真空界面触发强烈富集，ARXPS 对此进行了研究。