Covalently linked ferrocenyl quinones: Proton-dependent redox behavior and charge redistribution

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Journal Article
Organometallics, 2006, 25 (9), pp. 2216 - 2224
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The proton-dependent redox chemistry of dyads comprised of a ferrocenyl electron donor directly linked to a hydroquinonyl electron donor or to a quinone electron acceptor by a single covalent bond has been characterized. Ferrocenyl-1,4-hydroquinone (2), ferrocenyl-1,4-benzoquinone (3), 3-ferrocenyl-l,2catechol (5), and the precursors ferrocenyl-1,4-dimethoxybenzene (1) and 3-ferrocenyl-l,2-dimethoxybenzene (4) were studied; also the unstable compound 3-ferrocenyl-l,2-benzoquinone (6) was observed in the spectroelectrochemistry of 5. Detailed cyclic voltammetry, coulommetry, and UV-vis-NIR spectroelectrochemistry experiments allied with EPR, NMR, and Mössbauer spectroscopy were used to probe the pH-dependent redox chemistry and electron distribution within the compounds. © 2006 American Chemical Society.
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