对桥连对称柱[5]芳烃：其路易斯酸催化合成及主客体性质
para-Bridged symmetrical pillar[5]arenes: their Lewis acid catalyzed synthesis and host-guest property.
作者信息
Ogoshi Tomoki, Kanai Suguru, Fujinami Shuhei, Yamagishi Tada-aki, Nakamoto Yoshiaki
机构信息
Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
出版信息
J Am Chem Soc. 2008 Apr 16;130(15):5022-3. doi: 10.1021/ja711260m. Epub 2008 Mar 22.
Condensation of 1,4-dimethoxybenzene (DMB) with paraformaldehyde in the presence of BF3.O(C2H5)2 gave novel para-bridged pentacyclic pillar DMB (DMpillar[5]arene). Moreover, para-bridged pentacyclic hydroquinone (pillar[5]arene) was prepared. Pillar[5]arene formed 1:1 host-guest complexes with dialkyl viologen and alkyl pyridinium derivatives. However, pillar[5]arene did not form complexes with the diadamantyl viologen derivative since a bulky adamantyl group was unable to thread the cavity of pillar[5]arene.
在BF3.O(C2H5)2存在的情况下，1,4-二甲氧基苯（DMB）与多聚甲醛缩合生成了新型对桥连五环柱[5]芳烃（DMpillar[5]芳烃）。此外，还制备了对桥连五环对苯二酚（柱[5]芳烃）。柱[5]芳烃与二烷基紫精和烷基吡啶鎓衍生物形成1:1主客体配合物。然而，柱[5]芳烃不与二金刚烷基紫精衍生物形成配合物，因为庞大的金刚烷基无法穿过柱[5]芳烃的空腔。
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