ArticleThe Journal of organic chemistry2014
Redox mediators in visible light photocatalysis: photocatalytic radical thiol-ene additions.
Article in The Journal of organic chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 33 papers.
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Who cites it
33 citing papers in PubMed.
- An Initiator-Free Electrochemical Approach to Radical Thiol-Ene Coupling in a Microfluidic Reactor.Molecules (Basel, Switzerland) · 2026Article
- Red-Light-Induced Cysteine Modifications Suitable for Protein Labeling.ACS organic & inorganic Au · 2025Article
- Thioglycoside functionalizationChemical communications (Cambridge, England) · 2025Article
- Establishing Thermodynamic Graphs of Nitrogenous Radical Cations Abstracting Hydrogen Atoms and Their Applications in Photoredox Reactions.Molecules (Basel, Switzerland) · 2025Article
- Stabilized Carbon-Centered Radical-Mediated Carbosulfenylation of Styrenes: Modular Synthesis of Sulfur-Containing Glycine and Peptide Derivatives.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Article
- O-H bond activation of β,γ-unsaturated oximesChemical science · 2023Article
- The thiol-sulfoxonium ylide photo-click reaction for bioconjugation.Chemical science · 2023Article
- General Co-catalytic Hydrothiolation ofThe Journal of organic chemistry · 2022Article
- Hairy Conjugated Microporous Polymer Nanoparticles Facilitate Heterogeneous Photoredox Catalysis with Solvent-Specific Dispersibility.ACS nano · 2022Article
- Porphyrins as Promising Photocatalysts for Red-Light-Induced Functionalizations of Biomolecules.ACS organic & inorganic Au · 2022Article
- Inverse potential scaling in co-electrocatalytic activity for COChemical science · 2022Article
- Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.Chemical reviews · 2022Review
- Photoclick Chemistry: A Bright Idea.Chemical reviews · 2021Review
- Targeting Tryptophan for Tagging Through Photo-induced Electron Transfer.Synlett : accounts and rapid communications in synthetic organic chemistry · 2021Article
- Single electron transfer-based peptide/protein bioconjugations driven by biocompatible energy input.Communications chemistry · 2020Review
- Peptide late-stage C(spChemical science · 2020Article
- Green-Light Activation of Push-Pull Ruthenium(II) Complexes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Selective Modification of Tryptophan Residues in Peptides and Proteins Using a Biomimetic Electron Transfer Process.Journal of the American Chemical Society · 2020Article
- Photocatalytic proximity labelling of MCL-1 by a BH3 ligand.Communications chemistry · 2019Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Synthetically useful radical thiol-ene reactions can be initiated by visible light irradiation in the presence of transition metal polypyridyl photocatalysts. The success of this method relies upon the use of p-toluidine as an essential additive. Using these conditions, high-yielding thiol-ene reactions of cysteine-containing biomolecules can be accomplished using biocompatibile wavelengths of visible light, under aqueous conditions, and with the thiol component as the limiting reagent. We present evidence that p-toluidine serves as a redox mediator that is capable of catalyzing the otherwise inefficient photooxidation of thiols to the key thiyl radical intermediate. Thus, we show that co-catalytic oxidants can be important in the design of synthetic reactions involving visible light photoredox catalysis.
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