N,N'-di(1-pyrenylmethyl)-5-aminomethyl-1,3-benzenedicarboxamide | 405271-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N,N'-di(1-pyrenylmethyl)-5-aminomethyl-1,3-benzenedicarboxamide
• 英文别名: N,N'-di(1-pyrenylmethyl)-5-(aminomethyl)isophthalamide；5-(aminomethyl)-1-N,3-N-bis(pyren-1-ylmethyl)benzene-1,3-dicarboxamide
• CAS: 405271-11-6
• 化学式: C₄₃H₃₁N₃O₂
• 分子量: 621.738
• InChiKey: OSOIWJCSTRWATG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  48
• 可旋转键数：
  7
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  84.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-吡啶甲酰氯 、 N,N'-di(1-pyrenylmethyl)-5-aminomethyl-1,3-benzenedicarboxamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 N,N'-di(1-pyrenylmethyl)-5-(pyridine-2-carbamidomethyl)isophthalamide
  参考文献：
  名称：

  A Novel Phosphate Chemosensor Utilizing Anion-Induced Fluorescence Change

  摘要：

  The neutral receptor NN'-bis{3,5-di[(1-pyrenylmethyl)carbamoyl]benzyl} pyridine-2,6-dicarbamide (2) provides a pseudo-tetrahedron cleft and multiple hydrogen bondings to form a 1:1 complex with phosphate ion in a highly selective manner, by comparison with other anions (F-, CI-, Br-, SCN-, AcQ(-), NO3-, ClO4-, and HSO4-). The binding strength can be inferred from the emission intensity ratio of the pyrene monomer (lambda(max) 377 nm) to the excimer (lambda(max) 477 nm). Fluorescence titration, X-ray analysis, and NMR studies support a proposed complexation model.

  DOI：

  10.1021/ol0171564
• 作为产物：
  描述：

  5-(azidomethyl)isophthalic acid 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 18.0h， 生成 N,N'-di(1-pyrenylmethyl)-5-aminomethyl-1,3-benzenedicarboxamide
  参考文献：
  名称：

  A Novel Phosphate Chemosensor Utilizing Anion-Induced Fluorescence Change

  摘要：

  The neutral receptor NN'-bis{3,5-di[(1-pyrenylmethyl)carbamoyl]benzyl} pyridine-2,6-dicarbamide (2) provides a pseudo-tetrahedron cleft and multiple hydrogen bondings to form a 1:1 complex with phosphate ion in a highly selective manner, by comparison with other anions (F-, CI-, Br-, SCN-, AcQ(-), NO3-, ClO4-, and HSO4-). The binding strength can be inferred from the emission intensity ratio of the pyrene monomer (lambda(max) 377 nm) to the excimer (lambda(max) 477 nm). Fluorescence titration, X-ray analysis, and NMR studies support a proposed complexation model.

  DOI：

  10.1021/ol0171564

文献信息

• A Novel Phosphate Chemosensor Utilizing Anion-Induced Fluorescence Change
  作者：Jen-Hai Liao、Chao-Tsen Chen、Jim-Min Fang

  DOI：10.1021/ol0171564

  日期：2002.2.1

  The neutral receptor NN'-bis3,5-di[(1-pyrenylmethyl)carbamoyl]benzyl} pyridine-2,6-dicarbamide (2) provides a pseudo-tetrahedron cleft and multiple hydrogen bondings to form a 1:1 complex with phosphate ion in a highly selective manner, by comparison with other anions (F-, CI-, Br-, SCN-, AcQ(-), NO3-, ClO4-, and HSO4-). The binding strength can be inferred from the emission intensity ratio of the pyrene monomer (lambda(max) 377 nm) to the excimer (lambda(max) 477 nm). Fluorescence titration, X-ray analysis, and NMR studies support a proposed complexation model.