Paired Electrochemical Reactions and the On‐Site Generation of a Chemical Reagent

While the majority of reported paired electrochemical reactions involve carefully matched cathodic and anodic reactions, the precise matching of half reactions in an electrolysis cell is not generally necessary. During a constant current electrolysis almost any oxidation and reduction reaction can b...

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Bibliographic Details
Published in:Angewandte Chemie 2019-03, Vol.131 (11), p.3600-3603
Main Authors: Wu, Tiandi, Nguyen, Bichlien H., Daugherty, Michael C., Moeller, Kevin D.
Format: Article
Language:English
Subjects:
Alcohols
Anodische Oxidationsreaktionen
Anodizing
Chemical reactions
Chemical reduction
Chemistry
Condensates
Coupling
Electrochemistry
Electrolysis
Energy efficiency
Gepaarte Elektrochemie
Hydrierung
Hydrogen production
Hydrogen storage
Hydrogenolyse
Hydrogenolysis
Organic chemistry
Oxidation
Reagents
Substrates
Synthesesequenzen
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Summary:While the majority of reported paired electrochemical reactions involve carefully matched cathodic and anodic reactions, the precise matching of half reactions in an electrolysis cell is not generally necessary. During a constant current electrolysis almost any oxidation and reduction reaction can be paired, and in the presented work we capitalize on this observation by examining the coupling of anodic oxidation reactions with the production of hydrogen gas for use as a reagent in remote, Pd‐catalyzed hydrogenation and hydrogenolysis reactions. To this end, an alcohol oxidation, an oxidative condensation, intramolecular anodic olefin coupling reactions, an amide oxidation, and a mediated oxidation were all shown to be compatible with the generation and use of hydrogen gas at the cathode. This pairing of an electrolysis reaction with the production of a chemical reagent or substrate has the potential to greatly expand the use of more energy efficient paired electrochemical reactions. Passen gut zusammen: Für verschiedene Oxidations‐, Kondensations‐ und Kupplungsreaktionen konnte Kompatibilität mit der Erzeugung und Nutzung von Wasserstoffgas an der Kathode gezeigt werden. Diese Paarung einer Elektrolysereaktion mit der Herstellung chemischer Reagenzien hat das Potenzial, die Nutzung energieeffizienter Elektrochemie stark zu erweitern.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201900343