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Scalable Electrochemical Clemmensen-type Deoxygenation of Aromatic Aldehydes and Ketones

delete2026-06-17
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OA
AI
E
Eva Plut
R
Rok Narobe
T
Theertha B Therambil
M
Marcel Nicolas Perner
S
Sebastian Kissel
T
Tomas Horsten
N
Nicola Aust
S
Siegfried R. Waldvogel
DOI:10.1039/D6GC02190Edelete
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Abstract

Abstract

En 中文
Deoxygenation is an important approach for the conversion of abundant; oxygen-rich biomass-based compounds into higher value-added chemicals; typically performed under harsh reaction conditions producing excessive amounts of reagent waste. We report a mild; operationally simple electrochemical deoxygenation method based on the use of an inexpensive zinc cathode in a 2-electrode setup using formic acid as a green solvent and source od protons. This straightforward approach allowed to efficiently deoxygenate a variety of aryl-substituted aldehydes and ketones; expanding the scope and efficiency of previous reports. Notable highlights in the scope are conversions of biogenic furfural; vanillin and syringaldehyde in good to excellent yields. The simple reaction conditions developed in batch were readily transferred to a more practically relevant flow setup and used for the preparative; multi-gram scale preparation of deoxygenated value-added products. Systematic studies showed good reusability of all components of the reaction setup; like electrodes.

Journal

G
green chem.
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Papers:
592
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