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Electrochemical proton-coupled electron transfer of an anthracene-based azo dye. | LitMetric

AI Article Synopsis

  • The study investigates the electrochemical behavior of the anthracene-based azo dye azo-OMe, focusing on how its reduction potential varies with different organic acids and their pH levels.
  • The analysis reveals that for organic acids with a pH between 8 and 20, the reduction potential of azo-OMe depends significantly on the acid's pH.
  • Kinetic studies, including isotope effects, demonstrate that the reactions are limited by diffusion and that a simultaneous transfer of protons and electrons occurs during the reduction process, particularly with trifluoroacetic acid.

Article Abstract

Herein, we report the thermodynamics, kinetics, and mechanism for electrochemical proton-coupled electron transfer involving the anthracene-based azo dye azo-OMe. The peak reduction potential of azo-OMe with organic acids spanning the p range of 2.6-23.51 shows a dependence upon the p of the acid when the acid p falls between 8 and 20 (in acetonitrile). A potential-p diagram is constructed and used to estimate the p of the azo-OMe species. Heterogeneous electron-transfer rate constants are obtained using rotating disk electrode voltammetry in combination with Koutecký-Levich and Tafel analysis. Electrochemical analysis shows that the reactions are diffusion limited and are kinetically controlled by the electron-transfer step. Kinetic isotope studies indicate a concerted proton, electron transfer event occurs in the p -dependent range when using trifluoroacetic acid.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052096PMC
http://dx.doi.org/10.1039/d0ra01643hDOI Listing

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