A hydrogen bonded calix[5]arene cavitand has been designed and prepared, which has a bowl-like cavity of about 0.85 nm width. The binding affinity of the container for ferrocene and eight of its derivatives in chloroform is modest. In a binary perfluoro-1-iodohexane and chloroform mixture (9 : 1 v/v), binding constants for the complexes of the seven fluorine-free guests increase by 14.0–144.1 times. In contrast, binding constants for the complexes of two guests that bear a perfluoroheptyl group do not exhibit similar increases. Similar enhancement of binding affinity can also be observed in binary solvents of perfluoro-1-iodobutane or perfluoro-1-iodooctane and chloroform. The results support that perfluoro-1-iodoalkanes in the cavity of the calix[5]arene container function as high-energy solvent molecules and their release into the bulk phase is the major driving force for enhanced inclusion by the calix[5]arene container of the fluorine-free guests.

中文翻译：

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通过释放高能全氟-1-碘烷烃的疏氟效应增强杯[5]芳烃容器与二茂铁的结合


设计并制备了氢键合的杯[5]芳烃空配体，其具有约0.85 nm宽度的碗状空腔。该容器对二茂铁及其八种衍生物在氯仿中的结合亲和力是适度的。在全氟 1-碘己烷和氯仿二元混合物 (9 : 1 v/v) 中，七种无氟客体的复合物的结合常数增加了 14.0–144.1 倍。相反，带有全氟庚基的两种客体的复合物的结合常数没有表现出类似的增加。在全氟-1-碘丁烷或全氟-1-碘辛烷和氯仿的二元溶剂中也可以观察到类似的结合亲和力增强。结果表明，杯[5]芳烃容器空腔中的全氟-1-碘烷烃充当高能溶剂分子，它们释放到本体相中是杯[5]芳烃容器增强包合的主要驱动力无氟客人。