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Fast Proton-Coupled Electron Transfer Observed for a High-Fidelity Structural and Functional [2Fe–2S] Rieske Model

† Institute of Inorganic Chemistry, Georg-August-University Göttingen, Tammannstrasse 4, D-37077 Göttingen, Germany
‡ Department of Chemistry, University of Washington, Box 351700, Seattle, Washington 98195-1700, United States
J. Am. Chem. Soc., Article ASAP
DOI: 10.1021/ja412449v
Publication Date (Web): February 7, 2014
Copyright © 2014 American Chemical Society

Abstract

Abstract Image
Rieske cofactors have a [2Fe–2S] cluster with unique {His2Cys2} ligation and distinct Fe subsites. The histidine ligands are functionally relevant, since they allow for coupling of electron and proton transfer (PCET) during quinol oxidation in respiratory and photosynthetic ET chains. Here we present the highest fidelity synthetic analogue for the Rieske [2Fe–2S] cluster reported so far. This synthetic analogue 5x– emulates the heteroleptic {His2Cys2} ligation of the [2Fe–2S] core, and it also serves as a functional model that undergoes fast concerted proton and electron transfer (CPET) upon reaction of the mixed-valent (ferrous/ferric) protonated 5H2– with TEMPO. The thermodynamics of the PCET square scheme for 5x– have been determined, and three species (diferric 52–, protonated diferric5H–, and mixed-valent 53–) have been characterized by X-ray diffraction. pKa values for 5H–and 5H2– differ by about 4 units, and the reduction potential of 5H– is shifted anodically by about +230 mV compared to that of 52–. While the N–H bond dissociation free energy of 5H2–(60.2 ± 0.5 kcal mol–1) and the free energy, ΔG°CPET, of its reaction with TEMPO (−6.3 kcal mol–1) are similar to values recently reported for a homoleptic {N2/N2}-coordinated [2Fe–2S] cluster, CPET is significantly faster for 5H2– with biomimetic {N2/S2} ligation (k = (9.5 ± 1.2) × 104 M–1 s–1, ΔH‡ = 8.7 ± 1.0 kJ mol–1, ΔS‡ = −120 ± 40 J mol–1 K–1, and ΔG‡ = 43.8 ± 0.3 kJ mol–1at 293 K). These parameters, and the comparison with homoleptic analogues, provide important information and new perspectives for the mechanistic understanding of the biological Rieske cofactor.

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