Efficient Electrocatalytic Oxidation of 5-Hydroxymethylfurfural Coupled with 4-Nitrophenol Hydrogenation in a Water System

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(2), P. 1545 - 1557

Published: Jan. 11, 2022

Electrocatalytic conversion of biomass-derived 5-hydroxymethylfurfural (HMF) to value-added 2,5-furandicarboxylic acid (FDCA) is great significance for sustainable chemical production. The key challenge establish an electrocatalytic system with a wide potential window, which can selectively oxidize HMF FDCA without causing water oxidation. In this study, Cu foam decorated Cu(OH)2 (CF-Cu(OH)2) was successfully fabricated as efficient catalyst, and CuOOH active species generated by electrochemistry were demonstrated the main catalytic sites As result, current density CF-Cu(OH)2 reached up 198.2 mA/cm2 (100 mM HMF, 1.0 M KOH, 0.8 V vs Ag/AgCl), high faradic efficiency close 100% production (yield: 98.7%) realized. Moreover, we reveal mechanism electro-oxidation further provide insight into oxidation pathway HMF. A paired electrochemical exhibits superior performance synergetic reactions (HMF 4-NP reduction). Therefore, work proposes strategy simultaneously produce two types chemicals at both electrodes, be applied in other systems green synthesis organic compounds.

Language: Английский

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Recent progress in cathodic reduction-enabled organic electrosynthesis: Trends, challenges, and opportunities

eScience, Journal Year: 2022, Volume and Issue: 2(3), P. 243 - 277

Published: April 23, 2022

Compared with general redox chemistry, electrochemistry using the electron as a potent, controllable, yet traceless alternative to chemical oxidants/reductants usually offers more sustainable options for achieving selective organic synthesis. With its environmentally benign features gradually being uncovered and studied, electrosynthesis is currently undergoing revival becoming rapidly growing area within synthetic community. Among electrochemical transformations, anodically enabled ones have been far extensively exploited than those driven by cathodic reduction, although both approaches are conceptually attractive. To stimulate development of cathodically reactions, this review summarizes recently developed reductive electrosynthetic protocols, discussing highlighting reaction features, substrate scopes, applications, plausible mechanisms reveal recent trends in area. Herein, reduction-enabled preparative transformations categorized into four types: reduction (1) unsaturated hydrocarbons, (2) heteroatom-containing carbon-based systems, (3) saturated C-hetero or C–C polar/strained bonds, (4) hetero-hetero linkages. Apart from net electroreductive few examples photo-electrosynthesis well paired electrolysis also introduced, which offer opportunities overcome certain limitations improve versatility. The electrochemically driven, transition metal-catalyzed cross-couplings that comprehensively discussed several other reviews not included here.

Language: Английский

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Electrocatalytic dual hydrogenation of organic substrates with a Faradaic efficiency approaching 200%

Nature Catalysis, Journal Year: 2023, Volume and Issue: 6(3), P. 224 - 233

Published: Feb. 20, 2023

Language: Английский

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Counter Electrode Reactions—Important Stumbling Blocks on the Way to a Working Electro‐organic Synthesis

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(47)

Published: June 7, 2022

Over the past two decades, electro-organic synthesis has gained significant interest, both in technical and academic research as well terms of applications. The omission stoichiometric oxidizers or reducing agents enables a more sustainable route for redox reactions organic chemistry. Even if it is well-known that every electrochemical oxidation only viable with an associated reduction reaction vice versa, relevance counter often less addressed. In this Review, importance corresponding highlighted how can affect performance selectivity electrolytic conversion. A selection common strategies unique concepts to tackle issue are surveyed provide guide select appropriate synthesis.

Language: Английский

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Simultaneous Oxidative Cleavage of Lignin and Reduction of Furfural via Efficient Electrocatalysis by P‐Doped CoMoO₄

Advanced Materials, Journal Year: 2023, Volume and Issue: 35(14)

Published: Jan. 23, 2023

Electrochemical oxidative lignin cleavage and coupled 2-furaldehyde reduction provide a promising approach for producing high-value added products. However, developing efficient bifunctional electrocatalysts with noble-metal-like activity still remains challenge. Here, an electrochemical strategy is reported the selective of Cα -Cβ bonds in into aromatic monomers by tailoring electronic structure through P-doped CoMoO4 spinels (99% conversion, highest monomer selectivity 56%). Additionally, conversion to 2-methyl furan reach 87% 73%, respectively. In situ Fourier transform infrared density functional theory analysis reveal that upward shift Ed upon P-doping leads increase antibonding level, which facilitates adsorption model compounds, thereby enhancing electrocatalytic active site. This work explores potential spinel as electrocatalyst cracking reductive small organic molecules chemicals via P-anion modulation.

Language: Английский

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Hydrogen generation electrolyzers: Paving the way for sustainable energy

International Journal of Hydrogen Energy, Journal Year: 2024, Volume and Issue: 81, P. 1338 - 1362

Published: July 30, 2024

Language: Английский

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Paired Oxidative and Reductive Catalysis: Breaking the Potential Barrier of Electrochemical C(sp³)−H Alkenylation**

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(24)

Published: April 1, 2023

Due to the intrinsic inertness of alkanes, strong oxidative conditions are typically required enable their C(sp3 )-H functionalization. Herein, a paired electrocatalysis strategy was developed by integrating catalysis with reductive in one cell without interference, which earth-abundant iron and nickel employed as anodic cathodic catalysts, respectively. This approach lowers previously high oxidation potential for alkane activation, enabling electrochemical functionalization at ultra-low ≈0.25 V vs. Ag/AgCl under mild conditions. Structurally diverse alkenes, including challenging all-carbon tetrasubstituted olefins, can be accessed using readily available alkenyl electrophiles.

Language: Английский

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Overview of Recent Scale-Ups in Organic Electrosynthesis (2000–2023)

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(2), P. 338 - 366

Published: Jan. 18, 2024

This review summarizes examples of organic electrosynthesis from the peer-reviewed literature 2000 to 2023 that have been conducted on scales 20 g or above. A significant portion these were a ≤100 scale, while detailed reports kilogram-scale remain scarce in pharmaceutical industry. In addition chemical transformation, this also highlights type reactor used and projected productivity metric as ways compare different reports. The selected scale-ups described herein illustrate remaining challenges currently preventing routine use large-scale

Language: Английский

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Paired Electrolysis-Enabled Arylation of Quinoxalin-2(1H)-ones

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6117 - 6125

Published: April 24, 2024

The first paired electrolysis-enabled arylation of quinoxalin-2(1H)-ones was achieved using cyanoarenes as the reagents. A variety 3-arylquinoxalin-2(1H)-ones with various important functional groups were obtained in moderate to good yields under metal- and chemical oxidant-free conditions. With a pair reductive oxidative processes occurring among substrates reaction intermediates, power consumption can be dramatically reduced.

Language: Английский

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Transition metal-catalyzed organic reactions in undivided electrochemical cells

Chemical Science, Journal Year: 2021, Volume and Issue: 12(39), P. 12866 - 12873

Published: Jan. 1, 2021

Transition metal-catalyzed organic electrochemistry is a rapidly growing research area owing in part to the ability of metal catalysts alter selectivity given transformation.

Language: Английский

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