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.