5,5'-di(naphthalen-2-yl)-1,1'-diphenyl-2,2'-biimidazole | 1560965-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5,5'-di(naphthalen-2-yl)-1,1'-diphenyl-2,2'-biimidazole
• 英文别名: 5-Naphthalen-2-yl-2-(5-naphthalen-2-yl-1-phenylimidazol-2-yl)-1-phenylimidazole
• CAS: 1560965-73-2
• 化学式: C₃₈H₂₆N₄
• 分子量: 538.651
• InChiKey: RKEKUVPXUNHVEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  42
• 可旋转键数：
  5
• 环数：
  8.0
• 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 77.0h， 生成 5,5'-di(naphthalen-2-yl)-1,1'-diphenyl-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