ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Evaluation of the Synthetic Scope and the Reaction Pathways of Proton-Coupled Electron Transfer with Redox-Active Guanidines in C-H Activation Processes.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 14 citations in OpenAlex.
- Cross-Dehydrogenative Coupling Reactions With Redox-Active Guanidine Reagents.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Hydroquinone Oxidation by Redox-active Guanidines and Thioguanidines: Faster Conversion to High-Potential Than to Low-Potential Quinones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Dehydrogenative Coupling Reactions with Guanidino-Functionalized Aromatics.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Aqueous Electrochemical and pH Studies of Redox-Active Guanidino Functionalized Aromatics for COACS organic & inorganic Au · 2024Article
- Proton-Coupled Electron Transfer (PCET) with 1,4-Bisguanidino-Benzene Derivatives: Comparative Study and Use in Acid-Initiated C-H Activation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Evaluation of the Synthetic Scope and the Reaction Pathways of Proton-Coupled Electron Transfer with Redox-Active Guanidines in C-H Activation Processes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Proton-coupled electron transfer (PCET) is currently intensively studied because of its importance in synthetic chemistry and biology. In recent years it was shown that redox-active guanidines are capable PCET reagents for the selective oxidation of organic molecules. In this work, the scope of their PCET reactivity regarding reactions that involve C-H activation is explored and kinetic studies carried out to disclose the reaction mechanisms. Organic molecules with potential up to 1.2 V vs. ferrocenium/ferrocene are efficiently oxidized. Reactions are initiated by electron transfer, followed by slow proton transfer from an electron-transfer equilibrium.
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