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A Distorted Hybrid Corannulene–Dibenzobistetracene

Qi Xu, Chu Wang, Dan Zheng, Jing He, Ying Wang, Xuebo Chen, Hua Jiang

2021The Journal of Organic Chemistry24 citationsDOI

Abstract

We have designed and synthesized a new type of distorted nanographene by Diels–Alder and Scholl reactions that contains one dibenzobistetracene (DBT, 1) core and two end-capping corannulene units. Single-crystal X-ray diffraction analyses demonstrate that nanographene 1 contains two [5] helicene subunits with a dihedral angle of 62°, consequently leading to the distorted DBT core. In addition, the photophysical properties and (non)aromaticity of 1 were investigated by the absorption and emission spectra in combination with theoretical calculations.

Topics & Concepts

CorannuleneHeliceneAromaticityDihedral angleCrystallographyChemistryFullereneDiffractionMaterials scienceMoleculeHydrogen bondOrganic chemistryPhysicsOpticsSynthesis and Properties of Aromatic CompoundsFullerene Chemistry and ApplicationsPorphyrin and Phthalocyanine Chemistry
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