Journal of the American Chemical Society · 2016 · 61 citations · 33 references
High-valent Fe-OH species are often invoked as key intermediates but have only been observed in Compound II of cytochrome P450s. To further address the properties of non-heme Fe<sup>IV</sup>-OH complexes, we demonstrate the reversible protonation of a synthetic Fe<sup>IV</sup>-oxo species containing a tris-urea tripodal ligand. The same protonated Fe<sup>IV</sup>-oxo species can be prepared via oxidation, suggesting that a putative Fe<sup>V</sup>-oxo species was initially generated. Computational, Mössbauer, XAS, and NRVS studies indicate that protonation of the Fe<sup>IV</sup>-oxo complex most likely occurs on the tripodal ligand, which undergoes a structural change that results in the formation of a new intramolecular H-bond with the oxido ligand that aids in stabilizing the protonated adduct. We suggest that similar protonated high-valent Fe-oxo species may occur in the active sites of proteins. This finding further argues for caution when assigning unverified high-valent Fe-OH species to mechanisms.
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Ivari Kaljurand, Agnes Kütt, Lilli Sooväli et al. · The Journal of Organic Chemistry · 2005 · 929 citations