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.