p-dioxacyclophane | 139896-50-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-dioxacyclophane
• 英文别名: 3,21-dioxapentacyclo[21.2.2.110,14.04,9.015,20]octacosa-1(26),4,6,8,10(28),11,13,15,17,19,23(27),24-dodecaene
• CAS: 139896-50-7
• 化学式: C₂₆H₂₀O₂
• 分子量: 364.444
• InChiKey: CBMGLWJEXUTNFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.49
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,1':3',1''-terphenyl-2,2''-diol 、 1,4-对二氯苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以2%的产率得到1-(chloromethyl)-4-[[2-[3-[2-[[4-(chloromethyl)phenyl]methoxy]phenyl]phenyl]phenoxy]methyl]benzene
  参考文献：
  名称：

  Oxacyclophanes based on a m-terphenyl framework

  摘要：

  m-Terphenyl tetraphenol 4 (Scheme I) and tetrabenzyl alcohol 19 (Scheme IV) were efficiently synthesized from 2,6-dichloroiodobenzene and an appropriate aryl Grignard, using tandem aryne technology. Each tetrol was used to construct bicyclic oxacyclophanes by linking the 3,3" and 5,5" substituents with bis-alkylating or acylating agents. Examples are 7, 14, 15, and 20-24. Only the meta isomer of xylylene dichloride formed a bicyclic oxacyclophane with 4; the ortho and para isomers gave polymers. However all three isomers gave oxacyclophanes (i.e., 10-12) with the diphenol 9 (only one link across the m-terphenyl framework) and bicyclic oxacyclophanes with 19 (i.e., 20-22), where each link contains two additional atoms. Para-linked 12 and 21 show restricted rotation of the p-xylylene rings. Two noninterconvertible conformers were obtained when the m-xylylene linking group contained a vicinal methoxy substituent (i.e., 15uu and 15ud).

  DOI：

  10.1021/jo00035a034