September 23, 2025ChemPhysChemOpen Access

Proton‐Coupled Electron Transfer Deoxygenation of Pyridine N‐Oxide: A Mechanistic Study

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Kinetic analysis reveals fifth-order dependence on proton donor concentration in pyridine N-oxide, indicating complex reaction pathways.

The initial electron transfer in pyridine N-oxide is closely followed by protonation, emphasizing the role of proton-coupled electron transfers.
Kinetic analysis shows an unusual fifth-order dependence on proton donor concentration, implicating a proton donor cluster in the reaction.
The resulting neutral radical acts as a key bottleneck, defining pathways like parent-child coupling or NO bond cleavage to form pyridine.
The study proposes two possible mechanisms for reductive cleavage, with evidence supporting the concerted dissociative electron transfer pathway.

Naddour et al. (2025) studied this question.

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