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Concerted proton-electron transfer (CPET) reactions in iron carboxy-tetraphenylporphyrin complexes have been investigated using both experimental and theoretical methods. Synthetic heme models abstract H + and e - from the hydroxylamine TEMPOH or an ascorbate derivative, and the kinetics of the TEMPOH reaction indicate concerted transfer of H + and e - . Phenylene linker domains vary the electron donor/acceptor separation by approximately 4 Å. The rate data and extensive molecular simulations show that the electronic coupling decay constant (β) depends on conformational flexibility and solvation associated with the linker domain. Our best estimate of β is 0.23 ± 0.07 Å -1 , a value that is near the low end of the range (0.2-0.5 Å -1 ) established for electron transfer reactions involving related linkers. This is the first analysis of β for a CPET reaction.

Long-Range Proton-Coupled Electron-Transfer Reactions of Bis(imidazole) Iron Tetraphenylporphyrins Linked to Benzoates