2-(4-fluorophenyl)-1-methyl-4,5-diphenyl-1H-imidazole | 1415639-30-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-fluorophenyl)-1-methyl-4,5-diphenyl-1H-imidazole
• 英文别名: 2-(4-Fluorophenyl)-1-methyl-4,5-diphenylimidazole；2-(4-fluorophenyl)-1-methyl-4,5-diphenylimidazole
• CAS: 1415639-30-3
• 化学式: C₂₂H₁₇FN₂
• 分子量: 328.389
• InChiKey: YRWCHQQXMDDZOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 、 联苯甲酰 、 甲胺 在 ammonium acetate 、 三氟乙酸 作用下， 反应 2.0h， 以85%的产率得到2-(4-fluorophenyl)-1-methyl-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  One-Pot Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles in Ionic Liquid

  摘要：

  The four‐component condensation of benzil, aromatic aldehyde, primary amine, and ammonium acetate catalyzed by TFA in ionic liquid [Bpy]BF4 at 80°C provided 1,2,4,5‐tetrasubstituted imidazoles in moderate to high yields.

  DOI：

  10.1002/jhet.1751

文献信息

• Triarylimidazole Redox Catalysts: Electrochemical Analysis and Empirical Correlations
  作者：Ni-tao Zhang、Cheng-chu Zeng、Chiu Marco Lam、Randi K. Gbur、R. Daniel Little

  DOI：10.1021/jo302309m

  日期：2013.3.1

  A series of triarylimidazoles was synthesized and characterized electrochemically. The synthetic route is general, providing a pathway to 30 redox mediators that exhibit a > 700 mV range of accessible potentials. Most of the triarylimidazoles display three oxidation peaks where the first redox couple is quasi-reversible. The electronic character of the substituents affects the oxidation potential. This is exemplified by a linear correlation between the first oxidation potential and the sum of the Hammett sigma(+) substituent constants, as well as with a series of calculated ionization potentials. We close by putting forward a rule of thumb stating that for a given mediator, the upper limit of accessible potentials can be extended by at least 500 mV beyond the largest recorded value. A rationale, the conditions under which the rule is likely to apply, and an example are provided.