Themed collection Electrochemically driven catalytic organic transformations
Metallaelectro-catalyzed alkyne annulations via C–H activations for sustainable heterocycle syntheses
Herein, an overview of the evolution of electrochemical C–H annulations with alkynes for the construction of heterocycles is provided, with a topical focus on the underlying mechanism manifolds.
Chem. Commun., 2024,60, 12333-12364
https://doi.org/10.1039/D4CC03871A
Recent advances in electrochemically enabled construction of indoles from non-indole-based substrates
This review summarizes recent advances in the electrochemically enabled construction of indoles from non-indole-based precursors and their underlying mechanisms.
Chem. Commun., 2024,60, 8516-8525
https://doi.org/10.1039/D4CC03040K
Peroxodicarbonate – a renaissance of an electrochemically generated green oxidizer
Peroxodicarbonate, accessible from direct anodic conversion of alkali carbonates, has experienced a renaissance in the past two decades. An overview of its history, synthesis, characteristics and reactivity is provided.
Chem. Commun., 2024,60, 7136-7147
https://doi.org/10.1039/D4CC02501F
Electrochemical Aldehydes Hydrogenation: Probing the Inner-Sphere Strategy with Nickel-Bipyridine Complexes
Chem. Commun., 2024, Accepted Manuscript
https://doi.org/10.1039/D4CC04050C
Asymmetric cyclopropanation via an electro-organocatalytic cascade
The work demonstrates the successful merger of electrochemistry with asymmetric iminium ion organocatalysis.
Chem. Commun., 2024, Advance Article
https://doi.org/10.1039/D4CC05092D
Dual transition metal electrocatalysis enables selective C(sp3)–C(sp3) bond cleavage and arylation of cyclic alcohols
A dual transition metal-catalyzed electrophotochemical deconstructive arylation of cyclic alcohols has been developed, providing an efficient and sustainable method for the synthesis of distally arylated ketones.
Chem. Commun., 2024,60, 11714-11717
https://doi.org/10.1039/D4CC04036H
Stereoselective synthesis of fissoldhimine alkaloid analogues via sequential electrooxidation and heterodimerization of ureas
A bio-inspired electrooxidation and acid-controlled heterodimerization of pyrrolidine-1-carboxamides was developed. Acid choice dictates endo/exo dimer formation, with chiral phosphoric acid yielding enantioenriched exo-dimers.
Chem. Commun., 2024,60, 11560-11563
https://doi.org/10.1039/D4CC02616K
Solvent-dependent reaction mechanisms in the electrooxidative coupling of phenols: insights by operando Raman spectroelectrochemistry
Electrochemical operando Raman spectroscopy is able to elucidate the reaction mechanism of the electrooxidative sesamol dimerization reaction.
Chem. Commun., 2024,60, 10346-10349
https://doi.org/10.1039/D4CC02721C
Wireless asymmetric umpolung electrosynthesis
Electroorganic synthesis has become an exciting tool for the asymmetric conversion of pro-chiral compounds.
Chem. Commun., 2024,60, 10120-10123
https://doi.org/10.1039/D4CC02406K
Electrochemical removal of toxic metals from reaction media following catalysis
Following Ni-catalysed Suzuki–Miyaura cross coupling reactions, Ni is electrochemically removed on to the cathode, offering potential for recovery and reuse.
Chem. Commun., 2024,60, 8876-8879
https://doi.org/10.1039/D4CC02000F
Tunable electrochemical diverse sulfurization of sulfoxonium ylides with disulfides
We herein reported a tunable electrochemical diverse sulfurization of sulfoxonium ylides with disulfides for the synthesis of sulfursulfoxonium ylides and 1,3-dithioketals.
Chem. Commun., 2024,60, 8573-8576
https://doi.org/10.1039/D4CC02479F
Selective lactic acid synthesis via ethylene glycol electrooxidation in borate buffer
Efficient and selective electrochemical oxidation of biomass-derived ethylene glycol to lactic acid is achieved over nickel catalyst by controlling the pH of the electrolyte solution.
Chem. Commun., 2024,60, 7902-7905
https://doi.org/10.1039/D4CC02556C
Electrochemical synthesis of β-difluoromethylamide compounds by N-benzenesulfonylacrylamide with difluorine reagents
A mild and efficient electrochemical method for radical addition, cyclization, and migration reaction was described in this work.
Chem. Commun., 2024,60, 7614-7617
https://doi.org/10.1039/D4CC02543A
Electrochemically-driven difunctionalization of the isocyanide and Mumm rearrangement cascade: expeditious synthesis of N-acyl–N-alkyl S-thiocarbamates
A novel electrochemical multicomponent reaction (e-MCR) synthesizes N-substituted S-thiocarbamate derivatives from isocyanides, thiols, and carboxylic acids via a difunctionalization and Mumm rearrangement cascade.
Chem. Commun., 2024,60, 7355-7358
https://doi.org/10.1039/D4CC02287D
Simple electrochemical synthesis of cyclic hydroxamic acids by reduction of nitroarenes
A simple and scalable electrosynthesis of a broad scope of 4-hydroxy-1,4-benzoxazin-3-ones was developed by simple reduction of inexpensive nitroarenes.
Chem. Commun., 2024,60, 7065-7068
https://doi.org/10.1039/D4CC02118E
One-pot C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation and organozinc alkylation
The α-C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation was developed using organozinc reagents to achieve a broad substrate scope under mild reaction conditions.
Chem. Commun., 2024,60, 6395-6398
https://doi.org/10.1039/D4CC02033B
Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes
The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes is a synthetic challenge. We addressed this challenge by merging electro-oxidation and a quinuclidine-mediated HAT strategy.
Chem. Commun., 2024,60, 6174-6177
https://doi.org/10.1039/D4CC00800F
Evaluating the native oxide of titanium as an electrocatalyst for oxalic acid reduction
Titanium electrodes bearing the naturally-forming native oxide coating are competent for the electroreduction of oxalic acid to glyoxylate and glycolate.
Chem. Commun., 2024,60, 6003-6006
https://doi.org/10.1039/D4CC01176G
Organophotoelectrocatalytic C(sp2)–H alkylation of heteroarenes with unactivated C(sp3)–H compounds
An organophotoelectrocatalytic method for the C(sp2)–H alkylation of heteroarenes with unactivated C(sp3)–H compounds via dehydrogenation cross-coupling was developed.
Chem. Commun., 2024,60, 5502-5505
https://doi.org/10.1039/D4CC01335B
Electrochemical oxidative C–C bond cleavage of methylenecyclopropanes with alcohols
Herein, an electrochemical approach toward the ring opening functionalization of methylenecyclopropanes (MCPs) via C–C bond cleavage in the presence of alcohols is reported.
Chem. Commun., 2024,60, 4246-4249
https://doi.org/10.1039/D4CC00843J
Electrochemical low valent cobalt-catalyzed addition of aryl and vinyl chlorides to α-ketoamides via C–Cl bond activation
The development of an electrochemical cobalt catalyzed C–Cl bond activation at room temperature for the nucleophilic addition of aryl and vinyl chlorides to α-ketoamides and the extension to an enantioselective electrochemical reaction is described.
Chem. Commun., 2024,60, 3826-3829
https://doi.org/10.1039/D4CC00309H
About this collection
Electrochemically driven catalytic organic transformations is a topic with the transformative power to overcome contemporary synthetic challenges. Innovations in the past several years have demonstrated the unique opportunities that the combination of catalysis and organic electrosynthesis present with respect to, e.g., selectivity and reactivity as well as efficiency and sustainability. Guest edited by Professor Lutz Ackermann (University of Goettingen, Germany), Professor Helena Lundberg (KTH Royal Institute of Technology, Sweden) and Professor Hai-Chao Xu (Xiamen University, China), this special collection highlights the exciting developments in the field and will cover synthetic method development as well as mechanistic studies of electro-organic transformations mediated by homogeneous and heterogeneous catalysts.