Facile, rapid, and high-yield synthesis of pillararene from commercially available reagents and its X-ray crystal structure.
ABSTRACT We monitored the progress of formation of dimethoxypillararene by size-exclusion chromatography. Surprisingly, the cyclization reaction completely finished in just 3 min. By improving the reaction conditions and purification process, we successfully obtained dimethoxypillararene in a short time and in high yield (71%) from commercially available reagents. By improving the deprotection reaction of the methoxy moieties, pillararene was isolated quantitatively. Single crystal X-ray analysis confirmed the structure of pillararene in the solid state.