5,17-Di-tert-butyl-11,23-bis<(propargyloxy)methyl>-25,26,27,28-tetrakis(benzyloxy)calix<4>arene | 170939-96-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,17-Di-tert-butyl-11,23-bis<(propargyloxy)methyl>-25,26,27,28-tetrakis(benzyloxy)calix<4>arene
• 英文别名: 5,17-Di-tert-butyl-11,23-bis[(propargyloxy)methyl]-25,26,27,28-tetrakis(benzyloxy)calix[4]arene；5,17-Ditert-butyl-25,26,27,28-tetrakis(phenylmethoxy)-11,23-bis(prop-2-ynoxymethyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene
• CAS: 170939-96-5
• 化学式: C₇₂H₇₂O₆
• 分子量: 1033.36
• InChiKey: NHINDLSWTAPXDF-UHFFFAOYSA-N

物化性质

• 密度：
  1.127±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  78
• 可旋转键数：
  20
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,17-Di-tert-butyl-11,23-bis<(propargyloxy)methyl>-25,26,27,28-tetrakis(benzyloxy)calix<4>arene 在 溴甲苯 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以90%的产率得到22,31-Ditert-butyl-17,27,35,37-tetrakis(phenylmethoxy)-5,12-dioxahexacyclo[14.11.7.13,26.114,18.120,24.129,33]octatriaconta-1,3(36),14(38),15,17,20(37),21,23,26,29,31,33(35)-dodecaen-7,9-diyne
  参考文献：
  名称：

  Calixarenes: Selective Functionalization and Bridge Building

  摘要：

  The scope of the quinone methide method for introducing functional groups into the upper rim of calix[4]arenes has been expanded by taking advantage of selective esterification at the lower rim. A variety of calix[4]arenes carrying two functional groups on the upper rim have been prepared in this fashion, including compounds 12-25. Compound 25, containing a pair of propargyl groups, undergoes intramolecular oxidative coupling to yield the bridged compound 26. In like fashion the tetrasubstituted propargyl compound 7b undergoes both intramolecular and intermolecular oxidative coupling to give the doubly bridged calix[4]arene 27 and the doubly bridged bis-calix[4]arene 28.

  DOI：

  10.1021/jo00124a017
• 作为产物：
  描述：

  5,17-di-tert-butyl-25,27-bis((3,5-dinitrobenzoyl)oxy)-26,28-dihydroxycalix<4>arene 在 sodium hydroxide 、 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.75h， 生成 5,17-Di-tert-butyl-11,23-bis<(propargyloxy)methyl>-25,26,27,28-tetrakis(benzyloxy)calix<4>arene
  参考文献：
  名称：

  Calixarenes: Selective Functionalization and Bridge Building

  摘要：

  The scope of the quinone methide method for introducing functional groups into the upper rim of calix[4]arenes has been expanded by taking advantage of selective esterification at the lower rim. A variety of calix[4]arenes carrying two functional groups on the upper rim have been prepared in this fashion, including compounds 12-25. Compound 25, containing a pair of propargyl groups, undergoes intramolecular oxidative coupling to yield the bridged compound 26. In like fashion the tetrasubstituted propargyl compound 7b undergoes both intramolecular and intermolecular oxidative coupling to give the doubly bridged calix[4]arene 27 and the doubly bridged bis-calix[4]arene 28.

  DOI：

  10.1021/jo00124a017