Wu Xin-Lang, Chen Yi, Hu Wen-Jing, Liu Yahu A, Jia Xue-Shun, Li Jiu-Sheng, Jiang Biao, Wen Ke
Department of Chemistry, Shanghai University, 99 Shangda Road, Shanghai 20044, P.R. China.
Org Biomol Chem. 2017 Jun 7;15(22):4897-4900. doi: 10.1039/c7ob00984d.
Installation of m-benzoic acid functionalities on pillar[5]arene rims resulted in bis- and mono(m-benzoic acid)-functionalized pillar[5]arenes 1 and 2. Bis(m-benzoic acid)-functionalized pillar[5]arene 1 was able to self-assemble to form one-dimensional channels with DMF molecules residing in pillar[5]arene cavities. Esterification of two carboxylic acids in 1 with decane-1,10-diol did not afford a [1]catenane, but a bicyclic compound. Although 1-decanol esterification of mono(m-benzoic acid)-functionalized pillar[5]arene 2 did not form a self-included [1]pseudorotaxane-like structure, a mono(decyl m-benzoate)-functionalized pillar[5]arene bearing an ethyl acetate chain was found to form a self-included complex with the ethyl acetate moiety residing inside the pillar[5]arene cavity.
在柱[5]芳烃边缘引入间苯甲酸官能团，得到了双官能化和单官能化（间苯甲酸）的柱[5]芳烃1和2。双（间苯甲酸）官能化的柱[5]芳烃1能够自组装形成一维通道，二甲基甲酰胺分子位于柱[5]芳烃的空腔中。1中的两个羧酸与癸烷-1,10-二醇发生酯化反应，并未得到[1]索烃，而是得到了一种双环化合物。虽然单（间苯甲酸）官能化的柱[5]芳烃2与1-癸醇的酯化反应没有形成自包结的[1]类准轮烷结构，但发现一种带有乙酸乙酯链的单（间苯甲酸癸酯）官能化柱[5]芳烃能与位于柱[5]芳烃空腔内的乙酸乙酯部分形成自包结配合物。
