4.7 Article

A fan-shaped synthetic chiral nanographene

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CHINESE CHEMICAL LETTERS
卷 34, 期 2, 页码 -

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ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2022.05.034

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Nanographene; Molecular nanocarbon; Chirality; Polycyclic aromatic hydrocarbon; Helicene

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We report the synthesis and characterization of a fan-shaped chiral nanographene 1, which is composed of 6 hexabenzocoronene subunits with 216 conjugated carbon atoms. The synthesized nanographene exhibits strong panchromatic absorption and near-infrared fluorescence emissions. The optical properties were analyzed through DFT calculations.
We report the synthesis and characterization of a fan-shaped chiral nanographene 1, which is composed of 6 hexabenzocoronene subunits with 216 conjugated carbon atoms. In the dehydrocyclization reaction, 38 C -C bonds are formed simultaneously. 1 exhibits strong panchromatic absorption from the ultraviolet to the near-infrared, with an absorption coefficient of 209,0 0 0 L mol -1 cm -1 at 564 nm. Optically pure samples, obtained via chiral HPLC, show distinct ECD signals (|A8| = 704 L mol -1 cm -1 at 405 nm). Upon excitation, 1 emits near-infrared fluorescence at 820 nm with a quantum yield of 5.5%. These photophys-ical properties of 1 were analyzed with the assistance of DFT calculations.(c) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of MateriaMedica, Chinese Academy of Medical Sciences.

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