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Issue 5, 2017
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Synthesis and properties of electron accepting star-shaped phosphaviologen oligomers

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Abstract

Viologens, with their three stable redox states, are highly valuable organic compounds and currently being sought out as an electroactive component for new battery technologies. In this contribution we report the synthesis and characterization of two multicationic star-shaped species with three or four phosphoryl-bridged viologen units as pendant, electroactive functional groups, respectively. The new, water-soluble species show enhanced electronic features over those of the parent viologens with considerably lowered reduction thresholds. Extensive electrochemical and optical studies confirm that the species are indeed stable in their three electronically accessible states, but also that their large size and the molecular architecture that brings the phosphaviologens into close proximity, give rise to slow diffusion rates in solution, as well as intramolecular interactions that lead to slower electron-transfer processes when compared to the monomeric relatives.

Graphical abstract: Synthesis and properties of electron accepting star-shaped phosphaviologen oligomers

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Publication details

The article was received on 31 Dec 2016, accepted on 30 Jan 2017 and first published on 13 Feb 2017


Article type: Research Article
DOI: 10.1039/C6QO00872K
Citation: Org. Chem. Front., 2017,4, 717-723
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    Synthesis and properties of electron accepting star-shaped phosphaviologen oligomers

    L. Striepe, M. Vespa and T. Baumgartner, Org. Chem. Front., 2017, 4, 717
    DOI: 10.1039/C6QO00872K

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