2-(9-phenanthrenyl)-1-n-butylbenzimidazole | 1192255-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-(9-phenanthrenyl)-1-n-butylbenzimidazole
• 英文别名: 1-Butyl-2-phenanthren-9-ylbenzimidazole
• CAS: 1192255-52-9
• 化学式: C₂₅H₂₂N₂
• 分子量: 350.463
• InChiKey: WVFFPWIMNKNAMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  9-腈菲 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 水 、 丁酮 为溶剂， 生成 2-(9-phenanthrenyl)-1-n-butylbenzimidazole
  参考文献：
  名称：

  Synthesis and optical behaviors of 2-(9-phenanthrenyl)-, 2-(9-anthryl)-, and 2-(1-pyrenyl)-1-alkylimidazole homologues

  摘要：

  Eight 2-(9-phenanthrenyl)-, 2-(9-anthryl)- and 2-(I-pyrenyl)-1-alkyl-benzimidazole compounds, three 2-(9-anthryl)-1-alkylphenanthroimidazole compounds and five 4,5-diphenyl-1-alkyl-2-(9-anthryl)imidazole compounds were synthesized by alkylation reactions of the corresponding benzimidazole, phenanthroimidazole or imidazole compounds. 2-(10-Bromo-9-anthryl)-1-alkyl-benzimidazole compounds were prepared by bromination reaction of 2-(9-anthryl)-1-alkylbenzimidazole compounds. All the synthesized compounds were characterized by elemental analysis, H-1 NMR, C-13 NMR, MS or HRMS; their absorption coefficients (epsilon), maximum absorption lambda(amax). fluorescence emission maximum lambda(em), Stokes shifts and fluorescence quantum yields (Phi(F)) in ethyl acetate were determined; their fluorescent lifetimes (T-1 and T-2) were measured in ethyl acetate and in solid state, respectively. The crystal structure of 2-(9-anthryl)-1-n-butyl-4,5-diphenylimidazole (12a) was determined to be triclinic, space group P-1 types, using single crystal X-ray crystallography technique. The results showed that these compounds exhibited moderate fluorescence-emission abilities and higher solubility in most organic solvents than their corresponding starting materials. The relationships between the optical behaviors and structures for these compounds were discussed. (C) 2009 Published by Elsevier B.V.

  DOI：

  10.1016/j.saa.2009.06.020