In electrochemical oxidations, the second oxidation potential of phenylenediamines (PD) varies because of hydrogen-bonding formation for PD +· with pyridines. A linear relationship was obtained for the potential shift as a function of pKa of the protonated pyridines and potential inversion could be observed. The oxidized PD+· could also form hydrogen bonding with alcohols and the shift of potential exhibits a different pattern. © 2011 American Chemical Society.
CITATION STYLE
Chung, Y. C., Tu, Y. J., Lu, S. H., Hsu, W. C., Chiu, K. Y., & Su, Y. O. (2011). Redox potential inversion by ionic hydrogen bonding between phenylenediamines and pyridines. Organic Letters, 13(11), 2826–2829. https://doi.org/10.1021/ol2007764
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