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. Author manuscript; available in PMC: 2019 May 9.
Published in final edited form as: Chem Rev. 2018 Apr 30;118(9):4834–4885. doi: 10.1021/acs.chemrev.7b00763

Table 2.

Redox leveling in the 1 e/1 H+ hydroxylamine/aminoxyl redox couple.63

Entry Aminoxyl
Radical
E1/2 (vs. NHE)
R2NOH/R2NO•
E1/2 (vs. NHE)
R2NO•/R2NO+
R2NOH BDE
(kcal mol−1)
1 TEMPO 0.65 0.75 71a
2 4-AcNH-TEMPO 0.67 0.86 73
3 4-NH3+-TEMPO 0.61 0.93 72
a

Average of values reported in ref. 35,86