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. Author manuscript; available in PMC: 2014 Nov 6.

Published in final edited form as: J Am Chem Soc. 2013 Oct 22;135(44):10.1021/ja405739m. doi: 10.1021/ja405739m

Top: UV-Vis spectroscopic changes occurring during the oxidation of complex (1-OH) [0.1 mM] with CAN [40 mM]. Initial (1-OH) (black), isoporphyrin complex (2) (; t= 10 s) and final verdoheme-type complex (4-X) (; t= 300 s). The spectra show the formation of a verdoheme-type complex (4-X) from the isoporphyrinic intermediate (2) via complex (3) (broad band centered at 615 nm). Inset plot: Abs. evolution over time at different wavelength values. Bottom: ESI-MS spectra for the oxidation of (1-OH) [0.1 mM] with CAN [10 mM] in CH₃CN/H₂O (1:1) (black) or CH₃CN/H₂¹⁸O (1:1) mixture () after 1 min of addition of oxidant (left) and after 10 minutes (right).⁹

Inline graphic — Top: UV-Vis spectroscopic changes occurring during the oxidation of complex (1-OH) [0.1 mM] with CAN [40 mM]. Initial (1-OH) (black), isoporphyrin complex (2) (; t= 10 s) and final verdoheme-type complex (4-X) (; t= 300 s). The spectra show the formation of a verdoheme-type complex (4-X) from the isoporphyrinic intermediate (2) via complex (3) (broad band centered at 615 nm). Inset plot: Abs. evolution over time at different wavelength values. Bottom: ESI-MS spectra for the oxidation of (1-OH) [0.1 mM] with CAN [10 mM] in CH₃CN/H₂O (1:1) (black) or CH₃CN/H₂¹⁸O (1:1) mixture () after 1 min of addition of oxidant (left) and after 10 minutes (right).⁹