4,5-di(4-fluorophenyl)-1,3-diphenyl-1H-imidazolium chloride | 1051966-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-di(4-fluorophenyl)-1,3-diphenyl-1H-imidazolium chloride
• 英文别名: 4,5-Bis(4-fluorophenyl)-1,3-diphenylimidazol-1-ium;chloride
• CAS: 1051966-32-5
• 化学式: C₂₇H₁₉F₂N₂*Cl
• 分子量: 444.911
• InChiKey: FMAFRQWONINERQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N'-(1,2-bis(4-fluorophenyl)ethane-1,2-diylidene)dianiline 在 盐酸 、 聚合甲醛 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 以12%的产率得到4,5-di(4-fluorophenyl)-1,3-diphenyl-1H-imidazolium chloride
  参考文献：
  名称：

  Synthesis of Electronically Diverse Tetraarylimidazolylidene Carbenes via Catalytic Aldimine Coupling

  摘要：

  A new method for synthesizing symmetrical N-heterocyclic imidazolium salts is described. Catalytic coupling of aldimines with cyanide followed by oxidation gives alpha-diketimines, which can then be cyclized with formaldehyde in acidic media. This two-step procedure requires no chromatography and allows the synthesis of electronically diverse 1,3,4,5-tetraarylimidazolylidene carbenes.

  DOI：

  10.1021/ol8012765

文献信息

• Electronically tunable N-heterocyclic carbene ligands: 1,3-diaryl vs. 4,5-diaryl substitution
  作者：James W. Ogle、Stephen A. Miller

  DOI：10.1039/b914732b

  日期：——

  The catalytic activity of iridium-mediated transfer hydrogenation is readily tuned by electronic variation of the ligated tetraaryl-N-heterocyclic carbene and the installation of electron donating groups on the N-aryl substituents is more important than on the C-aryl substituents for effecting catalytic enhancement.

  铱介导的转移氢化反应的催化活性可以通过配位的四芳基N-杂环卡宾的电子变化来轻松调节，而在N-芳基取代基上安装供电子基团对于提升催化效果比在C-芳基取代基上更为重要。
• Synthesis of Electronically Diverse Tetraarylimidazolylidene Carbenes via Catalytic Aldimine Coupling
  作者：James W. Ogle、Jubo Zhang、Joseph H. Reibenspies、Khalil A. Abboud、Stephen A. Miller

  DOI：10.1021/ol8012765

  日期：2008.9.1

  A new method for synthesizing symmetrical N-heterocyclic imidazolium salts is described. Catalytic coupling of aldimines with cyanide followed by oxidation gives alpha-diketimines, which can then be cyclized with formaldehyde in acidic media. This two-step procedure requires no chromatography and allows the synthesis of electronically diverse 1,3,4,5-tetraarylimidazolylidene carbenes.