Zhang Tao, Wang Kaiya, Huang Xingyi, Jiao Jianmin, Hu Xiao-Yu
College of Materials Science and Technology, Nanjing University of Aeronautics and Astronautics, Nanjing, 211106, P. R. China.
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. China.
Chemistry. 2023 Apr 3;29(19):e202203738. doi: 10.1002/chem.202203738. Epub 2023 Mar 1.
Through McMurry coupling reaction, three meso-position functionalized pillar[5]arene derivatives (H-1, H-2, and H-3) have been successfully prepared by embedding aggregation-induced emission luminogens (AIEgens, diphenyldibenzofulvene (DPDBF) and tetraphenylethylene (TPE)) into the skeleton of supramolecular macrocycles. H-1, bearing [1 ]paracyclophane ([1 ]PCP) and DPDBF moiety, exhibits yellow emission and demonstrates obvious AIE effect. In order to further improve the host-guest properties of this type of structure, H-2 and H-3 are prepared by replacing the [1 ]PCP moiety with pillar[5]arene backbone, both of which show significant AIE effect and excellent host-guest complexation properties with pyrazine salt guest G-1 and 1,4-dicyanobutane G-2. Our findings indicate that G-1 can decrease the fluorescence intensity of the AIE macrocycles, while G-2 can increase their fluorescence intensity in solution.
通过麦克默里偶联反应，将聚集诱导发光发光体（AIEgens，二苯基二苯并富烯（DPDBF）和四苯乙烯（TPE））嵌入超分子大环骨架中，成功制备了三种中位官能化的柱[5]芳烃衍生物（H-1、H-2和H-3）。带有[1]对环芳烷（[1]PCP）和DPDBF部分的H-1呈现黄色发射，并表现出明显的AIE效应。为了进一步改善这类结构的主客体性质，用柱[5]芳烃主链取代[1]PCP部分制备了H-2和H-3，二者均表现出显著的AIE效应以及与吡嗪盐客体G-1和1,4-二氰基丁烷G-2优异的主客体络合性质。我们的研究结果表明，G-1能降低AIE大环的荧光强度，而G-2能增加其在溶液中的荧光强度。
