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Polysubstituted ferrocenes as tunable redox mediators

2018

A series of four ferrocenyl ester compounds, 1-methoxycarbonyl- (1), 1,1’-bis(methoxycarbonyl)- (2), 1,1’,3-tris(methoxycarbonyl)- (3) and 1,1’,3,3’-tetrakis(methoxycarbonyl)ferrocene (4), has been studied with respect to their potential use as redox mediators. The impact of the number and position of ester groups present in 1–4 on the electrochemical potential E1/2 is correlated with the sum of Hammett constants. The 1/1+–4/4+ redox couples are chemically stable under the conditions of electrolysis as demonstrated by IR and UV–vis spectroelectrochemical methods. The energies of the C=O stretching vibrations of the ester moieties and the energies of the UV–vis absorptions of 1–4 and 1+–4+ c…

redox mediator010402 general chemistryElectrosynthesis01 natural sciencesMedicinal chemistryRedoxFull Research Paperlcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryRedox titrationparamagnetic NMR spectroscopylcsh:ScienceElectrochemical potential010405 organic chemistryChemistryChemical shiftOrganic Chemistryferrocenespectroelectrochemistrycyclic voltammetry0104 chemical sciencesChemistryFerroceneProton NMRlcsh:QCyclic voltammetryBeilstein Journal of Organic Chemistry
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