Issue 16, 2019

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

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

Supplementary files

Article information

Article type
Communication
Submitted
19 nov 2018
Accepted
29 jan 2019
First published
30 jan 2019

Chem. Commun., 2019,55, 2277-2280

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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