6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.0^4,9.0^12,17]-nonacosa-1(25),4(9),5,7,12(17),13,15,26,28-nonaene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.0^4,9.0^12,17]-nonacosa-1(25),4(9),5,7,12(17),13,15,26,28-nonaene
• 英文别名: 6,7-Bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.04,9.012,17]nonacosa-1(29),4,6,8,12,14,16,25,27-nonaene；6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.04,9.012,17]nonacosa-1(29),4,6,8,12,14,16,25,27-nonaene
• 化学式: C₂₆H₂₆Br₂O₅
• 分子量: 578.297
• InChiKey: MINGQSYXXHOJAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.0^4,9.0^12,17]-nonacosa-1(25),4(9),5,7,12(17),13,15,26,28-nonaene 在 sodium hydroxymethanesulfinate hydrate 、 四丁基溴化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以51%的产率得到3,10,13,16,23-Pentaoxa-29lambda6-thiapentacyclo[23.7.0.04,9.017,22.027,31]dotriaconta-1(32),4,6,8,17,19,21,25,27(31)-nonaene 29,29-dioxide
  参考文献：
  名称：

  New Approach to Cyclophanes Containing Ethyleneoxy Bridge by Glaser–Eglinton Coupling

  摘要：

  Three strategies have been explored to generate cyclophane derivatives. In this regard, we identified alkyne metathesis, Diels-Alder reaction, and Glaser-Eglinton coupling as key steps. To this end, cyclophane derivatives containing ethyleneoxy bridge were successfully synthesized in four steps involving Glaser-Eglinton coupling and catalytic hydrogenation sequence.

  DOI：

  10.3987/com-14-s(k)37
• 作为产物：
  描述：

  1,5-双(2-羟基苯氧基)乙醚 、 四溴甲苯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以30%的产率得到6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.0^4,9.0^12,17]-nonacosa-1(25),4(9),5,7,12(17),13,15,26,28-nonaene
  参考文献：
  名称：

  6,7-Bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4.0.0^4,9.0^12,17]nonacosa-1(25),4(9),5,7,12(17),13,15,26,28-nonaene

  摘要：

  The 17-crown-5 unit, C26H26Br2O5, consisting of a 1,2-bis(bromomethyl) group, three benzo groups and diethylene glycol, was prepared from the reaction of 1,2,4,5-tetrakis(bromomethyl)benzene and bis-phenol in the presence of sodium hydride as a base. This molecule seems to offer an internal cavity for the formation of a host-guest complex.

  DOI：

  10.1107/s0108270100018473