Tetra‐benzothiadiazole‐based [12]Cycloparaphenylene with Bright Emission and Its Supramolecular Assembly

Abstract

The radial conjugated π‐system of cycloparaphenylenes (CPPs) makes them as intriguing fluorophores and unique supramolecular host, however, the bright photoluminescence (PL) of CPPs was limited to the blue light and the supramolecular assembly behaviour of large CPPs was rarely investigated. Here we present the synthesis of tetra‐benzothiadiazole‐based [12]cycloparaphenylene (TB[12]CPP), which exhibits a lime to orange PL with an excellent quantum yield up to 82%. The PL quantum yield of TB[12]CPP can be further improved to 98% in polymer matrix. Benefiting from its enlarged size, TB[12]CPP can accommodate a fullerene derivative or a concave‐convex complex of fullerene and buckybowl through the combined π−π and C‐H···π interactions. The latter one demonstrates the first case of ternary supramolecule of CPPs.