ArticleNature synthesis2025
Anti-Markovnikov hydro- and deuterochlorination of unsaturated hydrocarbons using iron photocatalysis.
Article in Nature synthesis, 2025. 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.
- Offshore solar-driven methane valorization to chloromethane with seawater.National science review · 2026Article
- Overriding the radical polarity matching principle: selective chlorohydroxylation of electron-deficient alkenes enabled by Ce photocatalysis.Chemical science · 2026Article
- Synthesis of CJACS Au · 2026Article
- One-Electron Approach for Trans-Selective Alkyne Semi-Reduction via Cobalt Catalysis.Journal of the American Chemical Society · 2025Article
- Emerging Applications of Thiol-Based Catalysts in Hydrogen Atom Transfer Reactions: A Comprehensive Review.Molecules (Basel, Switzerland) · 2025Review
- Stepwise 6HInorganic chemistry · 2025Article
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Authors and funding
8 authors.
Funding
Abstract
Hydrochlorination of unsaturated hydrocarbons is a fundamental reaction scheme in organic synthesis, with the traditional acid-mediated approaches proceeding in Markovnikov selectivity and direct access to anti-Markovnikov hydrochlorination products being a longstanding pursuit. Previous efforts were restricted to multistep syntheses, stoichiometric chlorine and hydride sources, and/or highly oxidative photocatalysis, resulting in limited scope, and low regioselectivity in some cases. Thus, the development of redox-neutral hydrochlorination with high anti-Markovnikov regioselectivity compatible with both alkenes and alkynes remains important. Here we report a photocatalytic anti-Markovnikov hydro- and deuterochlorination of unsaturated hydrocarbons enabling access to diverse alkyl and alkenyl chlorides regio- and stereo-selectively. Broad scope (125 examples), mild conditions and regio- and isotopo-divergent syntheses are demonstrated. Critical to success is leveraging ligand-to-metal charge transfer (LMCT) photoreactivity of earth-abundant iron and hydrogen atom transfer (HAT) reactivity of redox-active thiol. This cooperative system offers a powerful strategy for anti-Markovnikov hydrofunctionalization of unsaturated hydrocarbons.
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Registered trials
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