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. Author manuscript; available in PMC: 2024 Dec 1.
Published in final edited form as: J Org Chem. 2023 Nov 18;88(23):16259–16269. doi: 10.1021/acs.joc.3c01748

Table 2.

BDFE, , and pKa values for tBu,tBuO, and tBuOO•/– a

BDFE E°(Y•/-) E°(YH•+/0) pKa(YH) pKa(YH•+)
tBu 90.9 −2.94 3.37 78 −29
tBuO 101.5 −0.70 2.81 45 −12
tBuOO 79.4 −0.87 2.80 34 −28
a

For the sources of the BDFEs, E½s, and pKas, see Section 2 of the text and Section S3 of the SI. BDFEs are ± 2.0 kcal mol−1, potentials are ± 0.10 V vs Fc+/0, and pKas are ± 2 units.