7,19-dibromo-11,15-dioxatricyclo[14.4.0.0(5,10)]icosa-5,7,9,16,18,20-hexaene | 1192537-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7,19-dibromo-11,15-dioxatricyclo[14.4.0.0(5,10)]icosa-5,7,9,16,18,20-hexaene
• 英文别名: 8,14-dibromodibenzo[f,k]-1,5-dioxa-1,2,3,4,5,8,9,10-octahydrocyclododecene；2,12-Dibromodibenzo[f,k]-1,5-dioxa-1,2,3,4,5,8,9,10-octahydrocyclododecene；7,19-dibromo-11,15-dioxatricyclo[14.4.0.05,10]icosa-1(16),5(10),6,8,17,19-hexaene
• CAS: 1192537-53-3
• 化学式: C₁₈H₁₈Br₂O₂
• 分子量: 426.148
• InChiKey: CPLOPQJWCCITAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-二溴丙烷 、 1,1'-(1,3-propanediyl)bis[5-bromo-2-methoxybenzene] 在 18-冠醚-6 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 以55%的产率得到7,19-dibromo-11,15-dioxatricyclo[14.4.0.0(5,10)]icosa-5,7,9,16,18,20-hexaene
  参考文献：
  名称：

  Two similar dibenzo cyclic ethers with dissimilar conformations

  摘要：

  Two dibenzo cyclic ether compounds, 6,12-dibromodibenzo[d,i]-1,2,3,6,7,8-hexahydro-1,3-dioxecin (systematic name: 8,16-dibromo-2,4-dioxatricyclo[12.4.0.0(5,10)] octadeca-5,7,9,14,-16,18-hexaene), C16H14Br2O2, (II), and 8,14-dibromodibenzo[f,k]-1,5-dioxa-1,2,3,4,5,8,9,10-octahydrocyclododecene (systematic name: 7,19-dibromo-11,15-dioxatricyclo[14.4.0.0(5,10)]icosa-5,7,9,16,18,20-hexaene), C18H18Br2O2, (III), were prepared as scaffolding for phosphate-anion receptors. In both compounds, the two aromatic rings are linked by three methylene units ortho to the oxygen substituent of each ring. The only difference between the two compounds is the number of methylene units linking the two ether O atoms. The dibenzo cyclic ether with an ether linkage of one methylene unit adopts a chair-like conformation, where the two aromatic rings are parallel to each other. On the other hand, the dibenzo cyclic ether with an oxygen linkage of three methylene units adopts a bowl-like conformation. The latter scaffold configuration is the only structure of the two that would allow for the placement of convergent functional groups necessary for the establishment of an anion-selective binding pocket.

  DOI：

  10.1107/s0108270108040882