Dosso, Jacopo, Tasseroul, Jonathan, Fasano, Francesco, Marinelli, Davide, Biot, Nicolas, Fermi, Andrea and Bonifazi, Davide
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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Abstract
The first rational synthesis of a BN-doped coronene derivative in which the central benzene ring has been replaced by a borazine core is described.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 |
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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: | 20 Jan 2021 09:37 |
URI: | http://orca-mwe.cf.ac.uk/id/eprint/100519 |
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