8,11-Dioxa-3,5,14,16-tetrazabicyclo[16.3.1]docosa-1(22),18,20-triene-4,15-dione | 1092725-06-8

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 8,11-Dioxa-3,5,14,16-tetrazabicyclo[16.3.1]docosa-1(22),18,20-triene-4,15-dione
• CAS: 1092725-06-8
• 化学式: C₁₆H₂₄N₄O₄
• 分子量: 336.391
• InChiKey: DIGJPMJVZJLNCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-二氨基-3,6-二氧杂辛烷 、 间苯二甲基异氰酸酯 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.5h， 以72%的产率得到8,11-Dioxa-3,5,14,16-tetrazabicyclo[16.3.1]docosa-1(22),18,20-triene-4,15-dione
  参考文献：
  名称：

  Examination of the Structural Features That Favor the Columnar Self-Assembly of Bis-urea Macrocycles

  摘要：

  Second-generation self-assembling bis-urea macrocycles were designed that form Columnar structures tit the solid state. The new macrocycles were constructed from more flexible building blocks yielding greater Solubility and a more efficient synthesis. In addition, heteroatoms in the form of ether oxygens were incorporated in the walls of the macrocycles to provide additional recognition sites for guest encapsulation. We observed reduced fidelity of the stacking motif and in some cases the intermolecular urea-urea hydrogen bonds were disrupted by the formation of intramolecular hydrogen bonds. We also observed new offset assembly motifs that maintained the urea-Urea interaction. These results suggest that the stacking of the arene units in the rigid first-generation systems was an important factor in guiding the formation of the columnar stacks.

  DOI：

  10.1021/jo801717w

文献信息

• Examination of the Structural Features That Favor the Columnar Self-Assembly of Bis-urea Macrocycles
  作者：Jun Yang、Mahender B. Dewal、David Sobransingh、Mark D. Smith、Yuewen Xu、Linda S. Shimizu

  DOI：10.1021/jo801717w

  日期：2009.1.2

  Second-generation self-assembling bis-urea macrocycles were designed that form Columnar structures tit the solid state. The new macrocycles were constructed from more flexible building blocks yielding greater Solubility and a more efficient synthesis. In addition, heteroatoms in the form of ether oxygens were incorporated in the walls of the macrocycles to provide additional recognition sites for guest encapsulation. We observed reduced fidelity of the stacking motif and in some cases the intermolecular urea-urea hydrogen bonds were disrupted by the formation of intramolecular hydrogen bonds. We also observed new offset assembly motifs that maintained the urea-Urea interaction. These results suggest that the stacking of the arene units in the rigid first-generation systems was an important factor in guiding the formation of the columnar stacks.