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BN-Embedded Perylenes

Xiangdong Fang

2021Molecules15 citationsDOIOpen Access PDF

Abstract

Transition metal catalyzed coupling reaction strategy has been utilized in the synthesis of two novel BN-perylenes starting from halogenated BN-naphthalene derivatives. The molecular structures and packing modes of BN-perylenes were confirmed by NMR spectroscopy and X-ray single-crystal diffraction experiments. Their photophysical properties were further investigated using UV-vis and fluorescence spectroscopy and DFT calculations. Interestingly, the isosteric BN-insertion in perylene system resulted in stronger π-π stacking interaction both in solid and solution phases. The synthesized BN-perylenes are proved to be highly stable and thus provide a new valuable platform for novel organic materials applications which is otherwise inaccessible to date.

Topics & Concepts

PeryleneStackingNaphthaleneChromophoreSpectroscopyCrystallographyFluorescenceChemistryMaterials scienceFluorescence spectroscopyMoleculePhotochemistryOrganic chemistryPhysicsOpticsQuantum mechanicsOrganoboron and organosilicon chemistrySynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent Materials
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