Pillar[5]arene Derivatives Embedded with Aggregation‐Induced Emission Luminogens and Their Fluorescence Regulation

Abstract

AbstractThrough McMurry coupling reaction, threemeso‐position functionalized pillar[5]arene derivatives (H‐1,H‐2, andH‐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 [15]paracyclophane ([15]PCP) andDPDBFmoiety, exhibits yellow emission and demonstrates obvious AIE effect. In order to further improve the host‐guest properties of this type of structure,H‐2andH‐3are prepared by replacing the [15]PCP moiety with pillar[5]arene backbone, both of which show significant AIE effect and excellent host‐guest complexation properties with pyrazine salt guestG‐1and 1,4‐dicyanobutaneG‐2. Our findings indicate thatG‐1can decrease the fluorescence intensity of the AIE macrocycles, whileG‐2can increase their fluorescence intensity in solution.