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Issue 48, 2013
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Radical cations of end-capped tetrathienoacenes and their π-dimerization controlled by the nature of α-substituents and counterion concentration

Nur S. Rizalman,a  Cristina Capel Ferrón,b  Weijun Niu,c  Arthur L. Wallace,c  Mingqian He,c  Russell Balster,a  John Lampkin,a  Víctor Hernández,*b  Juan T. López Navarrete,*b  M. Carmen Ruiz Delgado*b  and  František Hartl*a 
Author affiliations

* Corresponding authors

a Department of Chemistry, University of Reading, Whiteknights, Reading RG6 6AD, UK
E-mail: f.hartl@reading.ac.uk

b Departamento de Química Física, Universidad de Málaga, 29071 Málaga, Spain
E-mail: carmenrd@uma.es, hernandez@uma.es, teodomiro@uma.es

c Corning Incorporated, SP-FR-6, Corning, New York, USA

Abstract

Radical cations of a soluble rigid tetrathienoacene are capable of forming stable π-dimer dications at ambient temperature when the short backbone becomes extended with conjugated thiophene-2-yl substituents in the α-positions. On the other hand, simple attachment of methyl groups on the α-carbon of the external thiophen-2-yl rings proved sufficient to inhibit the dimerization. Stable radical cations were also exclusively formed for tetrathienoacene derivatives end-capped with bulky TIPS and phenyl substituents.

Graphical abstract: Radical cations of end-capped tetrathienoacenes and their π-dimerization controlled by the nature of α-substituents and counterion concentration

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Publication details

The article was received on 05 Sep 2013, accepted on 21 Oct 2013 and first published on 23 Oct 2013


Article type: Communication
DOI: 10.1039/C3RA45899G
Citation: RSC Adv., 2013,3, 25644-25647
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    Radical cations of end-capped tetrathienoacenes and their π-dimerization controlled by the nature of α-substituents and counterion concentration

    N. S. Rizalman, C. C. Ferrón, W. Niu, A. L. Wallace, M. He, R. Balster, J. Lampkin, V. Hernández, J. T. López Navarrete, M. C. Ruiz Delgado and F. Hartl, RSC Adv., 2013, 3, 25644
    DOI: 10.1039/C3RA45899G

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