Triptycene-Derived Homooxacalixarene Analogues: Synthesis, Structures, and Complexation with Fullerenes C 60 and C 70

作者：Tao Xie, Shu-Zhen Hu, Chuan‐Feng Chen · 发表于：The Journal of Organic Chemistry · 年份：2012 · DOI：10.1021/jo302459m · 被引用次数：35 · 研究领域：Supramolecular Chemistry and Complexes、Fullerene Chemistry and Applications、Synthesis and Properties of Aromatic Compounds

A series of triptycene-derived homooxacalixarene analogues were conveniently synthesized by a one-pot approach starting from 2,7-dihydroxytriptycene and 1,3-bisbromomethylbenzene derivatives under mild reaction conditions. Similarly, two pairs of "basket-like" triptycene-derived homooxacalixarene analogues were also designed and synthesized. Structures of these macrocyclic molecules in both solution and solid state were studied by NMR experiments and X-ray crystallography. Because of the rigid triptycene units, the homooxacalixarene analogues showed large cavities and fixed conformations even up to 380 K. It was also found that these novel macrocycles could be served as efficient host molecules for complexation with fullerenes C(60) and C(70).