5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis<(p-methylbenzyl)oxy>calix<4>arene | 135501-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis<(p-methylbenzyl)oxy>calix<4>arene
• 英文别名: 25,26,27,28-tetrakis(4-methylbenzyloxy)-p-t-butylcalix[4]arene；5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(p-methylbenzyl)oxy]calix[4]arene；5,11,17,23-Tetratert-butyl-25,26,27,28-tetrakis[(4-methylphenyl)methoxy]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: 135501-33-6；135395-00-5
• 化学式: C₇₆H₈₈O₄
• 分子量: 1065.53
• InChiKey: GDFHWDVWIGXOQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.7
• 重原子数：
  80
• 可旋转键数：
  16
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 、 4-甲基苄溴 在 barium hydroxide octahydrate 、 barium(II) oxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以87%的产率得到5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis<(p-methylbenzyl)oxy>calix<4>arene
  参考文献：
  名称：

  Easy and Selective Method for the Synthesis of Mono-, Di-, Tri-, Tetra-O-Arylmethyl-P-T-Butylcalix[4]Arenes

  摘要：

  以对-叔丁基钙[4]炔和芳基甲基溴为原料，通过简单而有选择性的一步反应，分别合成了单芳基甲基对叔丁基钙[4]炔、二芳基甲基对叔丁基钙[4]炔、三芳基甲基对叔丁基钙[4]炔和四芳基甲基对叔丁基钙[4]炔。以 LiH 为碱制备了对叔丁基钙[4]炔的单芳基甲基醚和二芳基甲基醚，而在 Ba(OH)2 和 BaO 的存在下则得到了三芳基甲基衍生物和四芳基甲基衍生物。这些方法具有极佳的选择性、温和的反应条件、中等至良好的产率和易于纯化的特点。

  DOI：

  10.3184/174751912x13371837407801

文献信息

• Calixarenes. 25. Conformations and structures of the products of arylmethylation of calix[4]arenes
  作者：C. David Gutsche、P. Amruta Reddy

  DOI：10.1021/jo00015a039

  日期：1991.7

  The arylmethylations of calix[4]arenes reported in this paper serve as companion pieces to an earlier study of the effects of reaction conditions and the structure of the derivatizing agent on the conformational outcome of the aroylation of calix[4]arenes. In contrast to the aroylation reaction, where a significant and predictable relation is observed between the para substituent of the aroyl chloride and the ratio of conformers formed, the arylmethylation reaction shows only a small and much less easily predictable dependence of the conformer ratio on the para substituent of the arylmethyl halide. Also, whereas the products of aroylation are the cone and/or 1,3-alternate conformers, those of arylmethylation are the cone and/or partial cone conformers. While no rationale has yet emerged to explain this difference, a study of the benzylation of dibenzyl and tribenzyl ethers of 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxycalix[4]arene has established that the conformations of the tetraethers are not completely established until the third step in some cases and the fourth step in others.