5,11,17,23-tetrakis(1-adamantyl)-25,27-di-propoxycalix[4]arene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,11,17,23-tetrakis(1-adamantyl)-25,27-di-propoxycalix[4]arene
• 英文别名: 5,11,17,23-Tetrakis(1-adamantyl)-26,28-dipropoxypentacyclo[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-25,27-diol
• 化学式: C₇₄H₉₂O₄
• 分子量: 1045.54
• InChiKey: DCOWCWBUYWHMBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.3
• 重原子数：
  78
• 可旋转键数：
  10
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-金刚烷醇 、 25,27-dihydroxy-26,28-dipropoxycalix[4]arene 在 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 8.0h， 以62%的产率得到5,11,17,23-tetrakis(1-adamantyl)-25,27-di-propoxycalix[4]arene
  参考文献：
  名称：

  杯[4]芳烃的选择性上缘金刚烷基化

  摘要：

  Lower-rim mono- and diacylated calix[4]arenes [acyl = C6H5CO, 3,5-(NO2)(2)C6H3CO] undergo selective adamantylation with 3-Y-1-adamantanols (Y = H, i-Pr, 4-MeC6H4) in trifluoroacetic acid at the free phenolic fragments of the macroring. The reaction provides a convenient preparative route to di-, tri-, and tetraadamantylated calix[4]arenes.

  DOI：

  10.1023/a:1012423128245

文献信息

• Calix[4]arene-Based Receptors with Hydrogen-Bonding Groups Immersed into a Large Cavity
  作者：Evgueni Pinkhassik、Vladimir Sidorov、Ivan Stibor

  DOI：10.1021/jo9804543

  日期：1998.12.1

  A one-pot procedure, which combines the Ritter and Friedel-Crafts reactions, produced the first members of a new type of calix[4]arene-based receptors. The cavity in these receptors is formed by a calix[4]arene framework fixed in the cone conformation and bulky adamantyl or (and) phenylacetylene moieties. Amido and amino groups were used as potential hygrogen bond donors. Preliminary studies revealed interesting complexation properties, in particular, the tetrahedral recognition of water molecules performed by one of the receptors.
• ——
  作者：E. A. Shokova、A. N. Khomich、V. V. Kovalev

  DOI：10.1023/a:1012423128245

  日期：——

  Lower-rim mono- and diacylated calix[4]arenes [acyl = C6H5CO, 3,5-(NO2)(2)C6H3CO] undergo selective adamantylation with 3-Y-1-adamantanols (Y = H, i-Pr, 4-MeC6H4) in trifluoroacetic acid at the free phenolic fragments of the macroring. The reaction provides a convenient preparative route to di-, tri-, and tetraadamantylated calix[4]arenes.