ArticleChemical science2016
Visible light mediated metal-free thiol-yne click reaction.
Article in Chemical science, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
What it found
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The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
19 citing papers in PubMed.
- Light from Afield: Fast, High-Resolution, and Layer-Free Deep Vat 3D Printing.Chemical reviews · 2024Review
- Unlocking flavin photoacid catalysis through electrophotochemistry.Chemical science · 2024Article
- Photochemical halogen-bonding assisted carbothiophosphorylation reactions of alkenyl and 1,3-dienyl bromides.Chemical science · 2023Article
- Photo-induced defluorination acyl fluoride exchange as a fluorogenic photo-click reaction for photo-affinity labeling.Chemical science · 2023Article
- Thiol-Yne click chemistry of acetylene-enabled macrocyclization.Nature communications · 2022Article
- Intermolecular Photocatalytic Chemo-, Stereo- and Regioselective Thiol-Yne-Ene Coupling Reaction.Angewandte Chemie (International ed. in English) · 2022Article
- Exploring metallic and plastic 3D printed photochemical reactors for customizing chemical synthesis.Scientific reports · 2022Article
- Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.Chemical reviews · 2022Review
- Recent Advances in Visible-Light Photoredox Catalysis for the Thiol-Ene/Yne Reactions.Molecules (Basel, Switzerland) · 2022Review
- 3D Printing to Increase the Flexibility of the Chemical Synthesis of Biologically Active Molecules: Design of On-Demand Gas Generation Reactors.International journal of molecular sciences · 2021Article
- Photoclick Chemistry: A Bright Idea.Chemical reviews · 2021Review
- Selective removal of toxic organic dyes using Trӧger base-containing sulfone copolymers made from a metal-free thiol-yne click reaction followed by oxidation.RSC advances · 2021Article
- Selectivity control in thiol-yne click reactionsChemical science · 2020Article
- Sunlight-Mediated Thiol-Ene/Yne Click Reaction: Synthesis and DNA Transfection Efficiency of New Cationic Lipids.ACS omega · 2020Article
- Photocatalysis with organic dyes: facile access to reactive intermediates for synthesis.Beilstein journal of organic chemistry · 2020Review
- Preparation of Selective and Reproducible SERS Sensors of HgSensors (Basel, Switzerland) · 2019Article
- Discovery and Characterization of Halogenated Xanthene Inhibitors of DUSP5 as Potential Photodynamic Therapeutics.Journal of photochemistry and photobiology. A, Chemistry · 2019Article
- Photocatalytic formation of carbon-sulfur bonds.Beilstein journal of organic chemistry · 2018Review
- Improvement of quality of 3D printed objects by elimination of microscopic structural defects in fused deposition modeling.PloS one · 2018Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The carbon-sulfur bond formation reaction is of paramount importance for functionalized materials design, as well as for biochemical applications. The use of expensive metal-based catalysts and the consequent contamination with trace metal impurities are challenging drawbacks of the existing methodologies. Here, we describe the first environmentally friendly metal-free photoredox pathway to the thiol-yne click reaction. Using Eosin Y as a cheap and readily available catalyst, C-S coupling products were obtained in high yields (up to 91%) and excellent selectivity (up to 60 : 1). A 3D-printed photoreactor was developed to create arrays of parallel reactions with temperature stabilization to improve the performance of the catalytic system.
Identifiers
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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.