| 1325297-18-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1325297-18-4
• 化学式: C₂₈H₂₆N₄O₅
• 分子量: 498.538
• InChiKey: CLQFEIKOQYIPMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  125.42
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  、 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 以1.49 g的产率得到ethyl 1-benzyl-5-(1-benzyl-5-(1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  Five-Fold-Symmetric Macrocyclic Aromatic Pentamers: High-Affinity Cation Recognition, Ion-Pair-Induced Columnar Stacking, and Nanofibrillation

  摘要：

  Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 angstrom in radius and thus display high-affinity binding toward alkali metal cations, and possibly many other cations, too. Arising from their high-affinity recognition of metal ions, these planar macrocycles form cation- or ion-pair-induced one-dimensional columnar aggregates, and subsequently fascinating fibrillation results.

  DOI：

  10.1021/ja206457b
• 作为产物：
  描述：

  4-氧代-1,4-二氢-3,5-吡啶二羧酸二乙酯 在 N-甲基吗啉 、 硫酸 、 水 、 氯甲酸乙酯 、 potassium carbonate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 80.92h， 生成
  参考文献：
  名称：

  Five-Fold-Symmetric Macrocyclic Aromatic Pentamers: High-Affinity Cation Recognition, Ion-Pair-Induced Columnar Stacking, and Nanofibrillation

  摘要：

  Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 angstrom in radius and thus display high-affinity binding toward alkali metal cations, and possibly many other cations, too. Arising from their high-affinity recognition of metal ions, these planar macrocycles form cation- or ion-pair-induced one-dimensional columnar aggregates, and subsequently fascinating fibrillation results.

  DOI：

  10.1021/ja206457b

文献信息

• Intramolecularly Hydrogen-Bonded Aromatic Pentamers as Modularly Tunable Macrocyclic Receptors for Selective Recognition of Metal Ions
  作者：Ying Liu、Jie Shen、Chang Sun、Changliang Ren、Huaqiang Zeng

  DOI：10.1021/jacs.5b07123

  日期：2015.9.23

  Despite the tremendous progress that has been made in macrocyclic chemistry since the discovery of corands, cryptands, and spherands more than four decades ago, macrocyclic systems possessing a high level of controllability in structural configuration concurrent with a systematic tunability in function are still very rare. Employing an inner design strategy to orient Hbonding forces toward a macrocyclic cavity interior while convergently aligning exchangeable ionbinding building blocks that dictate a near-identical backbone curvature, we demonstrate here a novel pentagonal framework that not only enables its variable interior cavity to be maintained at near-planarity but also allows its ion-binding potential to be highly tunable. The H-bonded macrocyclic pentamers thus produced have allowed a systematic and combinatorial evolution of ion-selective pentamers for preferential recognition of Cs+, K+, or Ag+ ions.