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Issue 16, 2019
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Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions

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Abstract

An all-organic cell comprising 2,3-dimethyl-1,4-napthoquinone and pyrano[3,2-f]chromene as electroactive elements exhibited a good combination of large cell voltage and stability of the reduced quinone upon the addition of diethyl malonate (a weak organic acid), as compared to the addition of trifluoroethanol (which led to a high cell potential but low stability via strong hydrogen bonding interactions) and the addition of trifluoroacetic acid (which led to a lower cell potential but high stability through proton transfer).

Graphical abstract: Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions

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Publication details

The article was received on 19 Nov 2018, accepted on 29 Jan 2019 and first published on 30 Jan 2019


Article type: Communication
DOI: 10.1039/C8CC09188A
Citation: Chem. Commun., 2019,55, 2277-2280

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    Tuning the reduction potential of quinones by controlling the effects of hydrogen bonding, protonation and proton-coupled electron transfer reactions

    R. R. S. Shi, M. E. Tessensohn, S. J. L. Lauw, N. A. B. Y. Foo and R. D. Webster, Chem. Commun., 2019, 55, 2277
    DOI: 10.1039/C8CC09188A

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