Facile, Rapid, and High-Yield Synthesis of Pillar[5]arene from Commercially Available Reagents and Its X-ray Crystal Structure

被引:200
作者
Ogoshi, Tomoki [1 ]
Aoki, Takamichi [1 ]
Kitajima, Keisuke [1 ]
Fujinami, Shuhei [1 ]
Yamagishi, Tada-aki [1 ]
Nakamoto, Yoshiaki [1 ]
机构
[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Kanazawa, Ishikawa 9201192, Japan
关键词
ALPHA-CYCLODEXTRIN; POLYROTAXANE; ROTAXANE; COMPLEXATION; CUCURBITURIL; CALIXARENES; BEHAVIOR; POLYMER; DESIGN; GUEST;
D O I
10.1021/jo1020823
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:328 / 331
页数:4
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