Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 1, Pages 328-331Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo1020823
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Funding
- Ministry of Education, Culture, Sports, Science and Technology, Japan [WAKATE B-21750140]
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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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