The Role of Alkali Cations on the Selectivity of 5‐Hydroxymethylfurfural Electroreduction on Glassy Carbon

ChemSusChem, Год журнала: 2024, Номер 17(20)

Опубликована: Май 10, 2024

Abstract In the past decade, organic electrosynthesis has emerged as an atom‐ and energy‐efficient strategy for harvesting renewable electricity that provides exceptional control over reaction parameters. A profound fundamental understanding of electrochemical interfaces becomes imperative to advance knowledge‐based development processes. The major toward efficient system is based on advancement in material science electrocatalysis. Studies complex interplay among electrode surface, electrolyte, transformation intermediates have only recently started emerge. It involves acquiring atomic‐scale insights into double layer, which identity concentration composing ions play a crucial role. this study, we present how alkali cations impact selectivity aldehyde functionality electroreduction. As case‐study transformation, set conversion 5‐hydroxymethylfurfural (HMF), promising biomass‐derived feedstock sustainable production polymer or fuel precursors. Our findings reveal consistent trend shift towards 2,5‐bis(hydroxymethyl)furan (BHMF) function cation size concentration, rationalized by specific adsorption at glassy carbon (GC), followed increase surface charge density.

Язык: Английский

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Biphasic Electrosynthesis of 2-Isoxazol(in)e-3-carboxylates: Reaction Optimization from Milligram to Hectogram Scale

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(30), С. 11369 - 11376

Опубликована: Июль 15, 2024

An electrochemical synthesis of isoxazol(in)e-3-carboxylates in a biphasic system allowing the direct access to technically relevant motifs good yields has been established. The versatility this protocol was demonstrated by >30 highly functionalized and diverse examples. Furthermore, derivative isoxadifen-ethyl synthesized more sustainable approach, avoiding hazardous reagents generation large amounts waste. A nitrile oxide as key intermediate is formed without addition strong bases or oxidizers directly undergoes desired cycloaddition. technical relevance established method underlined hectogram-scale while purifying crude product simple silica filtration. By distillation, nonconverted styrene largely recovered, demonstrating sustainability method.

Язык: Английский

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In‐Situ Electrolyte for Electrosynthesis: Scalable Anodically‐Enabled One‐Pot Sequence from Aldehyde to Isoxazol(in)es

Chemistry - A European Journal, Год журнала: 2024, Номер 30(68)

Опубликована: Авг. 27, 2024

Abstract Electrochemical transformations are considered a green alternative to classical redox chemistry as it eliminates the necessity for toxic and waste producing reagents. Typical electrochemical reactions require addition of supporting electrolyte – an ionic compound facilitate reaction medium conductivity. However, this is often accompanied by increase in amount produced waste. Here, we report “ in‐situ ” concept facile, transition‐metal‐free, additive‐free one‐pot preparation isoxazol(in)es, important scaffolds biologically active natural synthetic molecules, from respective aldehydes. The protocol utilizes no halogenated solvents external oxidants, while salt side‐products provide conductivity necessary electrosynthesis. electrolysis performed undivided cell, using state‐of‐the‐art electrodes chlor‐alkali industry dimensionally stable scalable mixed metal oxide anode platinized titanium cathode high durability. cascade transformation comprises condensation aldehyde oxime followed its anodic oxidation subsequent intra‐ and/or intermolecular [3+2] cycloadditions with appropriate dipolarophile. Chemical yields up 97 %, good Faradaic efficiency, scalability, stability observed most substrates broad scope.

Язык: Английский

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Anodic Desulfurization of Heterocyclic Thiones – A Synthesis to Imidazoles and Analogues

Organic Letters, Год журнала: 2024, Номер 26(44), С. 9476 - 9480

Опубликована: Окт. 28, 2024

An electrochemical desulfurization of 2-mercapto-imidazoles to the corresponding imidazole is established. This novel anodic transformation bromide-mediated and easy conduct in simplest setup, consisting an undivided cell, carbon electrodes, constant current electrolysis. The method proved successful 14 diverse examples imidazoles triazoles with up a 97% yield. scalability was proven multigram synthesis technically relevant N-heterocyclic carbene (NHC) ligand precursor.

Язык: Английский

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Tools of Green Synthesis: Electrochemistry

Elsevier eBooks, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Язык: Английский

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Beyond Conventional Organic Electrosynthesis: The Role of Fluorinated Solvents

ACS electrochemistry., Год журнала: 2024, Номер unknown

Опубликована: Ноя. 27, 2024

Язык: Английский

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