2-(10-bromoanthracen-9-yl)-1-butyl-4,5-diphenyl-1H-imidazole | 1192255-62-1

• 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-(10-bromoanthracen-9-yl)-1-butyl-4,5-diphenyl-1H-imidazole
• 英文别名: 2-(10-bromoanthr-9-yl)-1-n-butyl-4,5-diphenylimidazole；2-(10-Bromoanthracen-9-yl)-1-butyl-4,5-diphenylimidazole
• CAS: 1192255-62-1
• 化学式: C₃₃H₂₇BrN₂
• 分子量: 531.495
• InChiKey: RISIDUUFZOKJAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  2-(anthracen-9-yl)-1-butyl-4,5-diphenyl-1H-imidazole 在 溴 作用下， 以 二硫化碳 为溶剂， 反应 3.0h， 以65%的产率得到2-(10-bromoanthracen-9-yl)-1-butyl-4,5-diphenyl-1H-imidazole
  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

文献信息

• Optical properties of pyrene and anthracene containing imidazoles: Experimental and theoretical investigations
  作者：Dhirendra Kumar、K.R. Justin Thomas

  DOI：10.1016/j.jphotochem.2010.12.018

  日期：2011.2

  suggested a negligible contribution of charge transfer to the optical properties and more planar excited states. The pyrene containing imidazoles showed higher decomposition temperature when compared to the analogous compounds bearing anthracene. Electrochemical data revealed that the pyrene based imidazoles are electron rich than the corresponding anthracene analogs as indicated by their facile oxidation

  合成了一系列含蒽和pyr的咪唑衍生物，并通过光谱进行了表征。在不同极性的不同溶剂中检查了咪唑衍生物的光吸收和发射性质。随着溶剂极性的增加，吸收曲线保持不变，而发射最大值逐渐红移。发射光谱的溶剂变色位移与E T相关（30），取向极化率和Kamlet-Taft。Kamlet-Taft治疗获得更好的相关性，表明在激发态中涉及非特异性相互作用。TDDFT计算结果表明电荷转移对光学特性和更多平面激发态的贡献可忽略不计。与带有蒽的类似化合物相比，含pyr的咪唑显示出更高的分解温度。电化学数据表明，based基咪唑比相应的蒽类似物富电子，如其容易氧化所示。