1-(anthracen-9-ylmethyl)-3-(2-oxo-2-((3-(propylcarbamoyl)phenyl)amino)ethyl)-1H-benzo[d]imidazol-3-ium chloride | 1263056-13-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-(anthracen-9-ylmethyl)-3-(2-oxo-2-((3-(propylcarbamoyl)phenyl)amino)ethyl)-1H-benzo[d]imidazol-3-ium chloride
• CAS: 1263056-13-8
• 化学式: C₃₄H₃₁N₄O₂*Cl
• 分子量: 563.099
• InChiKey: HUUCBXJAFSYTBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  67.01
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(anthracen-9-ylmethyl)-3-(2-oxo-2-((3-(propylcarbamoyl)phenyl)amino)ethyl)-1H-benzo[d]imidazol-3-ium chloride 在 ammonium hexafluorophosphate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以92%的产率得到
  参考文献：
  名称：

  Benzimidazolium-based receptors: Case of iodide–water cluster induced supramolecular chain and improved fluorometric binding of iodide involving alcoholic group

  摘要：

  Benzimidazolium-based receptors 1 and 2 have been designed and synthesized. Anion binding studies reveal their selective fluorescence sensing of iodide in the excited state by exhibiting greater quenching of emission of anthracene. In the ground state, they prefer to bind bromide ion. Incorporation of alcoholic -OH in 2 leads to better performance over the receptor 1. The cyclooctameric structure as constituted by inclusion water and iodide interaction leads to ID-supramolecular chain with the structure 1 in the solid state. H-1 NMR, UV-vis and fluorescence spectroscopic methods were adopted to study the anion binding behavior. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.03.027
• 作为产物：
  描述：

  在 四丁基氯化铵 作用下， 以 氯仿 、 乙腈 为溶剂， 生成 1-(anthracen-9-ylmethyl)-3-(2-oxo-2-((3-(propylcarbamoyl)phenyl)amino)ethyl)-1H-benzo[d]imidazol-3-ium chloride
  参考文献：
  名称：

  A new benzimidazolium receptor for fluorescence sensing of iodide

  摘要：

  A new anthracene-appended benzimidazolium-based receptor 1 has been designed and synthesised. The receptor shows selective recognition of iodide in the excited state by exhibiting quenching of emission of anthracene. In the ground state, receptor 1 shows different selectivity and prefers to bind bromide with higher binding constant value as established from NMR titration experiment. Other anions in the study indicated weak or no interaction. Hydrogen bonding and charge-charge interactions are the forces responsible for strong binding. The interaction properties of the new receptor were evaluated by 1H NMR, UV-vis and fluorescence spectroscopic methods.

  DOI：

  10.1080/10610270903469773