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Synthesis of Highly Luminescent Chiral Nanographene

Jikun Li, Xing‐Yu Chen, Wenlong Zhao, Yunlong Guo, Yi Zhang, Xinchang Wang, Xin‐Chang Wang, Andrew C.‐H. Sue, Xiaoyu Cao, Meng Li, Chuan‐Feng Chen, Xiaoye Wang, Xiaoye Wang

2022Angewandte Chemie24 citationsDOI

Abstract

Abstract Chiral nanographenes with both high fluorescence quantum yields ( Φ F ) and large dissymmetry factors ( g lum ) are essential to the development of circularly polarized luminescence (CPL) materials. However, most studies have been focused on the improvement of g lum , whereas how to design highly emissive chiral nanographenes is still unclear. In this work, we propose a new design strategy to achieve chiral nanographenes with high Φ F by helical π‐extension of strongly luminescent chromophores while maintaining the frontier molecular orbital (FMO) distribution pattern. Chiral nanographene with perylene as the core and two dibenzo[6]helicene fragments as the wings has been synthesized, which exhibits a record high Φ F of 93 % among the reported chiral nanographenes and excellent CPL brightness ( B CPL ) of 32 M −1 cm −1 .

Topics & Concepts

LuminescenceChromophoreHeliceneMaterials scienceChirality (physics)FluorescenceNanotechnologyPhotochemistryOptoelectronicsChemistryMoleculePhysicsOpticsChiral symmetryOrganic chemistryQuantum mechanicsQuarkNambu–Jona-Lasinio modelSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsFullerene Chemistry and Applications