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Synthesis and optoelectronic properties of hexa-peri -hexabenzoborazinocoronene

Dosso, Jacopo ORCID:, Tasseroul, Jonathan, Fasano, Francesco, Marinelli, Davide, Biot, Nicolas, Fermi, Andrea and Bonifazi, Davide ORCID: 2017. Synthesis and optoelectronic properties of hexa-peri -hexabenzoborazinocoronene. Angewandte Chemie International Edition 56 (16) , pp. 4483-4487. 10.1002/anie.201700907

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The first rational synthesis of a BN-doped coronene derivative in which the central benzene ring has been replaced by a borazine core is described. This includes six C−C ring-closure steps that, through intramolecular Friedel–Crafts-type reactions, allow the stepwise planarization of the hexaarylborazine precursor. UV/Vis absorption, emission, and electrochemical investigations show that the introduction of the central BN core induces a dramatic widening of the HOMO–LUMO gap and an enhancement of the blue-shifted emissive properties with respect to its all-carbon congener.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: borazine; boron nitrides; heteroatom doping; hexabenzocoronenes; polycyclic aromatic hydrocarbons
Publisher: Wiley
ISSN: 1433-7851
Date of First Compliant Deposit: 11 May 2017
Date of Acceptance: 21 March 2017
Last Modified: 13 Jun 2024 23:17

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