使用亲水性基团对对取代杯[6]芳烃和杯[8]芳烃进行选择性官能化和双官能化。
The selective functionalisation and difunctionalisation of p-substituted calix[6]arene and calix[8]arenes using hydrophilic moieties.
作者信息
Hervé Gwénaëlle, Hahn Dirk Uwe, Hervé Anne-Cécile, Goodworth Kerry J, Hill Alison M, Hailes Helen C
机构信息
Department of Chemistry, University College London, 20 Gordon Street, London, UK WC1H 0AJ.
出版信息
Org Biomol Chem. 2003 Jan 21;1(2):427-35. doi: 10.1039/b208649m.
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.
人们已经研究了使用高效合成方法以高收率获得水溶性大环杯芳烃的方法。描述了使用活化的[n]乙二醇链在下缘进行的对称部分官能化，并将其加成行为与未观察到区域选择性的溴代烷腈的加成行为进行了对比。然后研究了带有亲水基团的杯芳烃的完全官能化，并建立了一种两步法，该方法似乎普遍适用于添加不同的[n]乙二醇链。此外，还描述了在不同反应条件下的双官能化。通篇概述了这些高质量化合物的表征策略。
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