Abstract
AbstractAlthough the chemistry of macrocyclic arenes has seen rapid development in recent years, the synthesis of new macrocyclic arenes from aromatic rings with no directing groups remains a challenge. In this work, a new macrocyclic arene, naphth[4]arene (NA[4]A), composed of four naphthalene rings bridged by methylene groups, was synthesized using macrocycle‐to‐macrocycle conversion. NA[4]A shows 1,3‐alternate and 1,2‐alternate conformations in the solid state, which can be selectively obtained. By supramolecular co‐assembly of NA[4]A and 1,2,4,5‐tetracyanobenzene (TCNB) in different concentrations and temperatures, two conformation‐dependent crystalline luminescent co‐assemblies 1,2‐NTC and 1,3‐NTC can be selectively prepared. Interestingly, the two charge‐transfer crystalline assemblies containing NA[4]A with different conformations show bright yellow and green fluorescence, and also display high photoluminescence quantum yields (PLQYs) of 45 % and 43 %. Furthermore, they exhibit color‐tunable two‐photon excited upconversion emission.
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