Issue 12, 2011
From the journal:

Chemical Communications

Thienyl directed polyaromatic C–C bond fusions: S-doped hexabenzocoronenes†

Colin J. Martin,a   Belén Gil,a   Sarath D. Pereraab  and  Sylvia M. Draper*a  

* Corresponding authors

a School of Chemistry, University of Dublin, Trinity College, Dublin 2, Ireland
E-mail: smdraper@tcd.ie
Fax: +353 1-671-2826

b The Chemistry Department, Open University of Sri Lanka, Nugegoda, Sri Lanka

Abstract

With a view to combining the desirable electronic and photochemical properties of hexabenzocoronene (HBC) and the C–C bond forming capabilities of thiophenes, 1-(3-thienyl)-2,3,4,5,6-penta(4-tert-butyl-phenyl)benzene (1) was oxidised using FeCl3. The resulting products, superaromatic thiophene (2) and its 5,5′-dimer (3), are S-HBC systems and provide a new pair of spectral comparators.

Graphical abstract: Thienyl directed polyaromatic C–C bond fusions: S-doped hexabenzocoronenes

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Article information

DOI
https://doi.org/10.1039/C0CC05231K
Article type
Communication
Submitted
28 Nov 2010
Accepted
20 Jan 2011
First published
03 Feb 2011

Chem. Commun., 2011,47, 3616-3618

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Thienyl directed polyaromatic C–C bond fusions: S-doped hexabenzocoronenes

C. J. Martin, B. Gil, S. D. Perera and S. M. Draper, Chem. Commun., 2011, 47, 3616 DOI: 10.1039/C0CC05231K

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