ArticleJournal of the American Chemical Society2021
Chemoselective Electrosynthesis Using Rapid Alternating Polarity.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 45 papers.
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Who cites it
45 citing papers in PubMed.
- Dynamic chloride coordination enables selective pulsed electrocatalytic upcycling of 4-chlorophenol on FeNNature communications · 2026Article
- Alternating-Polarity Electrolysis Enables Efficient Enantioselective Semipinacol Rearrangement Using Sodium Chloride.Journal of the American Chemical Society · 2026Article
- Advances in electrochemical peptide synthesis and modification.Nature reviews. Chemistry · 2026Review
- Floquet States of Chemoselective Alternating Current Electrosynthesis.Journal of the American Chemical Society · 2026Article
- Applying asymmetric-waveform alternating current in nickel-catalyzed asymmetric reductive cross-coupling.Nature communications · 2026Article
- From Waste to Value: Kolbe Electrolysis for the Sustainable Production of Fuels and Chemicals.ChemSusChem · 2026Review
- Catalyst-Free Electro-photochemical Hydroalkylation ofJACS Au · 2026Article
- Controlling Selectivity at the First Hydrogenation Level: Synthesis of 3-Hydroxyisoindolines by Heterogeneously Silver-Catalyzed Monohydrogenation of Phthalimides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Electrochemical Oxidation of Aryl Boronic Acids via Fluoride Activation and Alternating Polarity Electrolysis for Aryl C-P Bond Formation.ChemElectroChem · 2025Article
- Article
- Paired Pulsed Decarboxylative Hydroxylation Designed by Online Electrochemistry-Mass Spectrometry.Journal of the American Chemical Society · 2025Article
- Controlling Selectivity in Electrochemical Conversion of Organic Mixtures through Dynamic Control of Electrode Microenvironments.Journal of the American Chemical Society · 2025Article
- Oxy-reductive C-N bond formation via pulsed electrolysis.Nature communications · 2025Article
- Tech-Enhanced Synthesis: Exploring the Synergy between Organic Chemistry and Technology.Journal of the American Chemical Society · 2025Review
- Origin of Selectivity in Alternating Current-Enabled Partial Reduction of (Hetero)Arenes: A Case Study of Two Consecutive Irreversible Electrochemical Steps.Journal of the American Chemical Society · 2025Article
- Effect of Alternating Polarity in Electrochemical Olefin Hydrocarboxylation.Angewandte Chemie (International ed. in English) · 2025Article
- Sustainable Synthesis of Medicinally Important Heterocycles.Mini reviews in medicinal chemistry · 2025Review
- The Future of Electro-organic Synthesis in Drug Discovery and Early Development.ACS organic & inorganic Au · 2024Review
- General Alkene 1,2-Journal of the American Chemical Society · 2024Article
- Electrochemical Trifluoromethylation of Enamides under Microflow Conditions.Organic process research & development · 2024Article
Corrections and comments
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Authors and funding
10 authors.
Funding
Abstract
Challenges in the selective manipulation of functional groups (chemoselectivity) in organic synthesis have historically been overcome either by using reagents/catalysts that tunably interact with a substrate or through modification to shield undesired sites of reactivity (protecting groups). Although electrochemistry offers precise redox control to achieve unique chemoselectivity, this approach often becomes challenging in the presence of multiple redox-active functionalities. Historically, electrosynthesis has been performed almost solely by using direct current (DC). In contrast, applying alternating current (AC) has been known to change reaction outcomes considerably on an analytical scale but has rarely been strategically exploited for use in complex preparative organic synthesis. Here we show how a square waveform employed to deliver electric current-rapid alternating polarity (rAP)-enables control over reaction outcomes in the chemoselective reduction of carbonyl compounds, one of the most widely used reaction manifolds. The reactivity observed cannot be recapitulated using DC electrolysis or chemical reagents. The synthetic value brought by this new method for controlling chemoselectivity is vividly demonstrated in the context of classical reactivity problems such as chiral auxiliary removal and cutting-edge medicinal chemistry topics such as the synthesis of PROTACs.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.