4,5-dimethyl-1-(3',5'-dimethoxyphenyl)-2-(p-fluorophenyl)-1H-imidazole | 1259370-07-4

• 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-dimethyl-1-(3',5'-dimethoxyphenyl)-2-(p-fluorophenyl)-1H-imidazole
• 英文别名: 1-(3,5-Dimethoxyphenyl)-2-(4-fluorophenyl)-4,5-dimethyl-1H-imidazole；1-(3,5-dimethoxyphenyl)-2-(4-fluorophenyl)-4,5-dimethylimidazole
• CAS: 1259370-07-4
• 化学式: C₁₉H₁₉FN₂O₂
• 分子量: 326.37
• InChiKey: WXDUKAQCYIWWCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 、 2,3-丁二酮 、 3,5-二甲氧基苯胺 在 ammonium acetate 作用下， 以45%的产率得到4,5-dimethyl-1-(3',5'-dimethoxyphenyl)-2-(p-fluorophenyl)-1H-imidazole
  参考文献：
  名称：

  Iridium(III) Complexes with Orthometalated Phenylimidazole Ligands Subtle Turning of Emission to the Saturated Green Colour

  摘要：

  报告了一系列新颖的六种铱配合物（1-6），它们含有两个取代的苯基咪唑和一个额外的乙酰丙酮作为第三个共辅助配体。所有铱配合物的最低吸收带均由重金属铱（III）增强的 3MLCT 和 3 π-π* 转变组成，磷光峰波长可微调以覆盖 455-518 nm 的光谱范围，并具有较高的量子效率。掺杂剂的峰值波长可根据取代基的电子特性进行微调。根据氧化和还原的起始电位，计算出了 HOMO-LUMO 能量，所报告的铱复合物能以更高的效率发出绿光。

  DOI：

  10.1007/s10895-010-0737-7

文献信息

• Iridium(III) Complexes with Orthometalated Phenylimidazole Ligands Subtle Turning of Emission to the Saturated Green Colour
  作者：Jayaraman Jayabharathi、Venugopal Thanikachalam、Kanagarathinam Saravanan、Natesan Srinivasan

  DOI：10.1007/s10895-010-0737-7

  日期：2011.3

  A series of novel six iridium complexes (1–6) bearing two substituted phenylimidazole and an additional acetylacetone as the third co-auxilary ligand are reported. The lowest absorption band for all iridium complexes consist of a mixture of heavy atom Ir(III) enhanced 3MLCT and 3 π-π* transitions and the phosphorescent peak wavelength can be fine-tuned to cover the spectral range 455–518 nm with high quantum efficiencies. The peak wavelength of the dopants can be finely tuned depending upon the electronic properties of the substituents. On the basis of onset potentials of the oxidation and reduction, the HOMO-LUMO energies were calculated and the reported iridium complexes emit green light with exceeding higher efficiency.

  报告了一系列新颖的六种铱配合物（1-6），它们含有两个取代的苯基咪唑和一个额外的乙酰丙酮作为第三个共辅助配体。所有铱配合物的最低吸收带均由重金属铱（III）增强的 3MLCT 和 3 π-π* 转变组成，磷光峰波长可微调以覆盖 455-518 nm 的光谱范围，并具有较高的量子效率。掺杂剂的峰值波长可根据取代基的电子特性进行微调。根据氧化和还原的起始电位，计算出了 HOMO-LUMO 能量，所报告的铱复合物能以更高的效率发出绿光。
• Antioxidant potential and antimicrobial screening of some novel imidazole derivatives: greenway efficient one pot synthesis
  作者：Jayaraman Jayabharathi、Venugopal Thanikachalam、Nagarajan Rajendraprasath、Kanagarathinam Saravanan、Marimuthu Venkatesh Perumal

  DOI：10.1007/s00044-011-9702-5

  日期：2012.8

  A series of substituted imidazoles have been synthesized under solvent-free condition by grinding 1,2-diketone, aromatic aldehyde, and ammonium acetate in the presence of molecular iodine as the catalyst. The short reaction time and easy workup make this protocol practically and economically attractive and are characterized by NMR spectra, X-ray, mass, and CHN analysis. Their antioxidant potential were evaluated using different in vitro antioxidant models namely, DPPH (1,1-diphenyl-2-picrylhydrazyl) radical, superoxide anion, and hydroxyl radical scavenging activities. Their antibacterial screening against Staphylococcus aureus, Escherichia coli, and Klbesiella pneumoniae and antifungal activity against Aspergillus niger, Aspergillus flavus, and Candida-6 were also evaluated. Among all, dimethoxyphenyl substituent at N3 of the imidazole derivatives exhibited the highest hydroxy and superoxide anion radical scavenging activities, whereas dimethoxyphenyl substituent at N3 and fluorophenyl at C2 of the imidazole derivatives exhibited the highest DPPH radical scavenging activity.