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Issue 12, 2011
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Thienyl directed polyaromatic C–C bond fusions: S-doped hexabenzocoronenes

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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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Publication details

The article was received on 28 Nov 2010, accepted on 20 Jan 2011 and first published on 03 Feb 2011


Article type: Communication
DOI: 10.1039/C0CC05231K
Citation: 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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