Abstract
The electrochemical behavior of furfural was studied on various electrode materials (Au, Pt, Cu, C, Ag) in the ionic liquid 1‑butyl‑1-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide ([BMPyrr][NTf2]), using electrochemical techniques (cyclic voltammetry, long-term potentiostatic electrolyses) and ex-situ high-resolution NMR. A reduction wave between -2.30 and -2.43 V vs. Fc+/Fc depending on the electrode material is assigned to the formation of furfuryl alcohol and two hydrofuroin diastereomers. The proposed mechanism, consistent with that generally reported in aqueous or organic media, starts with an electron transfer to the furfural carbonyl function, via an outer-sphere mechanism. An oxidation wave around +1.90 V is assigned to the formation of an adduct between the NTf2−anion and furfural via an inner-sphere mechanism.
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