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Issue 1, 2015
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Diaryldichalcogenide radical cations

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Abstract

One-electron oxidation of two series of diaryldichalcogenides (C6F5E)2 (13a–c) and (2,6-Mes2C6H3E)2 (16a–c) was studied (E = S, Se, Te). The reaction of 13a and 13b with AsF5 and SbF5 gave rise to the formation of thermally unstable radical cations [(C6F5S)2+ (14a) and [(C6F5Se)2+ (14b) that were isolated as [Sb2F11] and [As2F11] salts, respectively. The reaction of 13c with AsF5 afforded only the product of a Te–C bond cleavage, namely the previously known dication [Te4]2+ that was isolated as [AsF6] salt. The reaction of (2,6-Mes2C6H3E)2 (16a–c) with [NO][SbF6] provided the corresponding radical cations [(2,6-Mes2C6H3E)2+ (17a–c; E = S, Se, Te) in the form of thermally stable [SbF6] salts in nearly quantitative yields. The electronic and structural properties of these radical cations were probed by X-ray diffraction analysis, EPR spectroscopy, and density functional theory calculations and other methods.

Graphical abstract: Diaryldichalcogenide radical cations

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Publication details

The article was received on 25 Sep 2014, accepted on 21 Oct 2014 and first published on 21 Oct 2014


Article type: Edge Article
DOI: 10.1039/C4SC02964J
Citation: Chem. Sci., 2015,6, 497-504
  • Open access: Creative Commons BY-NC license
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    Diaryldichalcogenide radical cations

    O. Mallow, M. A. Khanfar, M. Malischewski, P. Finke, M. Hesse, E. Lork, T. Augenstein, F. Breher, J. R. Harmer, N. V. Vasilieva, A. Zibarev, A. S. Bogomyakov, K. Seppelt and J. Beckmann, Chem. Sci., 2015, 6, 497
    DOI: 10.1039/C4SC02964J

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