Synthesis and Reactions of Triptycene‐Derived Bromocalix[5]arenes: Conformational Transformation from Cone to 1,2‐Alternate

作者：Yu‐Xiang Xia, Ying Han, Chuan‐Feng Chen · 发表于：European Journal of Organic Chemistry · 年份：2014 · DOI：10.1002/ejoc.201301668 · 被引用次数：7 · 研究领域：Supramolecular Chemistry and Complexes、Molecular Sensors and Ion Detection、Luminescence and Fluorescent Materials

Abstract Triptycene‐derived p ‐dibromocalix[5]arene was synthesized by a fragment‐coupling approach, whereas treatment of the triptycene‐derived calix[5]arene containing three p ‐ tert ‐butyl phenol groups and a 1,8‐dimethoxytriptycene moiety with excess bromine in dichloromethane at room temperature produced triptycene‐derived p ‐pentabromocalix[5]arene directly. Methyl etherification and Suzuki coupling reactions were then carried out. As a result, a series of triptycene‐derived calix[5]arene derivatives in fixed cone and 1,2‐alternate conformations were obtained. Moreover, conformation transformations of triptycene‐derived calix[5]arenes from cone to 1,2‐alternate forms could also be achieved.