Premium
Tetra‐benzothiadiazole‐based [12]Cycloparaphenylene with Bright Emission and Its Supramolecular Assembly
Author(s) -
Qiu ZhenLin,
Tang Chun,
Wang XinRong,
Ju YangYang,
Chu KeShan,
Deng ZeYing,
Hou Hao,
Liu YuMin,
Tan YuanZhi
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202008505
Subject(s) - supramolecular chemistry , photoluminescence , quantum yield , ternary operation , supramolecular polymers , derivative (finance) , fullerene , tetra , chromophore , chemistry , conjugated system , materials science , fluorescence , polymer , photochemistry , nanotechnology , crystallography , crystal structure , optoelectronics , organic chemistry , optics , programming language , physics , computer science , financial economics , economics , medicinal chemistry
The radial conjugated π‐system of cycloparaphenylenes (CPPs) makes them intriguing fluorophores and unique supramolecular hosts. However, the bright photoluminescence (PL) of CPPs was limited to the blue light and the supramolecular assembly behavior 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 % in solution. 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 concave–convex complexes of fullerene and buckybowl through the combined π–π and C−H⋅⋅⋅π interactions. The latter demonstrates the first case of a ternary supramolecule of CPPs.