1,1′,5,5′-tetraphenyl-2,2′-biimidazole | 1560965-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,1′,5,5′-tetraphenyl-2,2′-biimidazole
• 英文别名: 1,1',5,5'-tetraphenyl-2,2'-biimidazole；2-(1,5-Diphenylimidazol-2-yl)-1,5-diphenylimidazole；2-(1,5-diphenylimidazol-2-yl)-1,5-diphenylimidazole
• CAS: 1560965-70-9
• 化学式: C₃₀H₂₂N₄
• 分子量: 438.531
• InChiKey: LKJJZIJETFEMHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-iodo-1-phenyl-1H-imidazole 在 palladium diacetate 、 铜 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 1,1′,5,5′-tetraphenyl-2,2′-biimidazole
  参考文献：
  名称：

  Synthesis and Optical Properties of 2,2'-Biimidazole and Benzo[d]imidazole Derivatives: Changing π-Conjugation by Photoexcitation

  摘要：

  1,1',5,5'-Tetraaryl-2,2'-biimidazole and benzo [d] imidazole derivatives were synthesized. Symmetrical and unsymmetrical benzo[d]imidazole derivatives could be obtained by the Pd-catalyzed coupling reaction between 2-iodo-benzo[d]imidazole and the corresponding (benzo)imidazole anion. Hypsochromic shifts in absorption and fluorescence spectra of 1,1',5,5'-tetraaryl-2,2'-biazole were observed by switching pyrrole rings for imidazole and benzo[d]imidazole rings, resulting in compounds with various Stokes shifts. Based on the (TD)DFT calculation, it was reasoned that changing the conformation of each single bond from a twisted to planar structure by photoexcitation led to larger Stokes shifts.

  DOI：

  10.3987/com-13-s(s)12