Adamantane-Based Oxacyclophanes Containing Pyrazines: Synthesis, Crystal Structure, and Self-Assembly Behavior

Two adamantane-based oxacyclophanes were synthesized by the SNAr reaction of bis-phenol derivatives based on adamantane with 2,6-dichloropyrazine. Their crystal structures had distorted or twisted 1,3-alternate conformations. The oxacyclophanes indicated no formation of spherical aggregates in acetone. However, addition of water into the solution caused the generation of hollow spherical aggregates with a multilayer membrane. Over time, the hollow spheres were induced into fibrous and network assemblies, which were eventually transformed into single crystals.以金刚烷（adamantane）为母核的两种氧杂环蕃（oxacyclophanes），通过金刚烷基双酚衍生物与2,6-二氯吡嗪的亲核芳香取代（SNAr）反应合成制备。其晶体结构呈现扭曲或扭转的1,3-交替构象。该氧杂环蕃在丙酮溶剂中未形成球形聚集体；然而向该溶液中加入水后，可生成具有多层膜结构的空心球形聚集体。随着时间推移，这些空心球会被诱导形成纤维状与网状组装体，并最终转变为单晶。