5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-methoxy-3n³₆-dioxaoctyloxy]-calix[8]arene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-methoxy-3n³₆-dioxaoctyloxy]-calix[8]arene
• 英文别名: 5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis(3,6,9-trioxadecyloxy)calix[8]arene；5,11,17,23,29,35,41,47-Octatert-butyl-49,50,51,52,53,54,55,56-octakis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]nonacyclo[43.3.1.13,7.19,13.115,19.121,25.127,31.133,37.139,43]hexapentaconta-1(48),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27(52),28,30,33(51),34,36,39(50),40,42,45(49),46-tetracosaene
• 化学式: C₁₄₄H₂₂₄O₃₂
• 分子量: 2467.34
• InChiKey: XUHRABXZVQWQTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25
• 重原子数：
  176
• 可旋转键数：
  88
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  295
• 氢给体数：
  0
• 氢受体数：
  32

反应信息

• 作为产物：
  描述：

  4-叔丁基杯[8]芳烃 、 3,6,9-trioxadecyl iodide 在 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以57%的产率得到5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-[8-methoxy-3n³₆-dioxaoctyloxy]-calix[8]arene
  参考文献：
  名称：

  Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains

  摘要：

  A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.057

文献信息

• The selective functionalisation and difunctionalisation of p-substituted calix[6]arene and calix[8]arenes using hydrophilic moieties
  作者：Gwénaëlle Hervé、Dirk Uwe Hahn、Anne-Cécile Hervé、Kerry J. Goodworth、Alison M. Hill、Helen C. Hailes

  DOI：10.1039/b208649m

  日期：——

  Methodologies to access water soluble large ringed calixarenes in good yield using efficient synthetic procedures have been investigated. Symmetrical partial functionalisations at the lower rim are described using activated [n]ethylene glycol chains and the addition behaviour contrasted with that of bromoalkanenitriles which proceeds with no observed regioselectivity. Full functionalisations of the calixarenes bearing hydrophilic groups are then investigated and a two-step procedure established which appears to be generally applicable for the addition of different [n]ethylene glycol chains. Furthermore, difunctionalisation under different reaction conditions are described. Throughout, strategies for the characterisation of these high mass compounds are outlined.

  我们研究了利用高效合成程序以良好收率获得水溶性大环钙钛矿的方法。使用活化的 [n] 乙二醇链描述了下边缘的对称部分官能化，并将其加成行为与溴烷腈的加成行为进行了对比，后者在进行过程中没有观察到区域选择性。然后研究了带有亲水基团的钙烯烃的全官能化，并建立了一个两步程序，该程序似乎普遍适用于不同 [n] 乙二醇链的加成。此外，还介绍了不同反应条件下的双官能化过程。此外，还概述了这些高质化合物的表征策略。