para-bridged symmetrical pillar[5]arenes:: Their Lewis acid catalyzed synthesis and host-guest property
para-bridged symmetrical pillar[5]arenes:: Their Lewis acid catalyzed synthesis and host-guest property
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DOI：
10.1021/ja711260m
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发表时间：
2008-04-16
影响因子：
15
通讯作者：
Nakamoto, Yoshiaki
中科院分区：
文献类型：
--
作者：
Ogoshi, Tomoki;Kanai, Suguru;Nakamoto, Yoshiaki
在BF 3·O（C2 H5）2存在下，1，4-二甲氧基苯（DMB）与多聚甲醛发生缩合反应，合成了一种新型的对位桥联五环柱DMB（DMpillar[5]arene）。此外，对位桥五环氢醌（柱[5]芳烃）的制备。柱[5]芳烃与二烷基紫精和烷基吡啶衍生物形成1：1的主客体配合物。然而，柱[5]芳烃不与二金刚烷基紫精衍生物形成复合物，因为庞大的金刚烷基不能穿过柱[5]芳烃的空腔。
Condensation of 1,4-dimethoxybenzene (DMB) with paraformaldehyde in the presence of BF3·O(C2H5)2gave novelpara-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.