Facile, rapid, and high-yield synthesis of pillar[5]arene from commercially available reagents and its X-ray crystal
Tomoki Ogoshi1, Takamichi Aoki, Keisuke Kitajima
1Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan. ogoshi@t.kanazawa-u.ac.jp
Abstract:
We monitored the progress of formation of dimethoxypillar[5]arene 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 dimethoxypillar[5]arene in a short time and in high yield (71%) from commercially available reagents. By improving the deprotection reaction of the methoxy moieties, pillar[5]arene was isolated quantitatively. Single crystal X-ray analysis confirmed the structure of pillar[5]arene in the solid state.
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