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Watanabe, Taito ; Masaoka, Shigeyuki ; König, Burkhard ; Ghosh, Indrajit

Photocatalytic halogen atom transfer enables general dicarbofunctionalization of alkenes with organic halides and CO2

Artikel

Watanabe, Taito , Masaoka, Shigeyuki , König, Burkhard und Ghosh, Indrajit (2026) Photocatalytic halogen atom transfer enables general dicarbofunctionalization of alkenes with organic halides and CO2. Communications Chemistry.

DOI zum Zitieren dieses Dokuments: 10.5283/epub.80367


Zusammenfassung

The dicarbofunctionalization of alkenes using organic halides and CO₂ provides a valuable platform for synthesizing carboxylic acids through two C–C bond-forming steps, motifs widely found in pharmaceuticals, agrochemicals, and functional materials. Existing strategies predominantly rely on sequential single-electron transfer (SET) events for substrate activation and carbanion generation, ...

The dicarbofunctionalization of alkenes using organic halides and CO₂ provides a valuable platform for synthesizing carboxylic acids through two C–C bond-forming steps, motifs widely found in pharmaceuticals, agrochemicals, and functional materials. Existing strategies predominantly rely on sequential single-electron transfer (SET) events for substrate activation and carbanion generation, restricting their scope to readily reducible halides. Consequently, many organic halides with highly negative reduction potentials and strong C–X bonds, including electron-rich aryl bromides, aryl chlorides, and alkyl chlorides, remain largely unreactive. Here, we report a visible-light-driven photocatalytic strategy that combines halogen-atom transfer (XAT) and SET processes, where XAT enables generation of carbon-centered radicals from challenging halides, and SET promotes efficient carbanion formation for CO₂ incorporation. This approach enables three-component dicarbofunctionalization of alkenes with a broad range of aryl and alkyl halides, affording carboxylated products in yields of up to 94% across more than fifty examples.



Beteiligte Einrichtungen


Details

DokumentenartArtikel
Titel eines Journals oder einer ZeitschriftCommunications Chemistry
VerlagSpringer Nature (Nature Portfolio)
Open Access ArtCC-Lizenz
Datum10 Juli 2026
Veröffentlichungsdatum18 Aug 2026 09:56
InstitutionenChemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projekte
Gefördert von: Deutsche Forschungsgemeinschaft (DFG) (465006243)
Identifikationsnummer
WertTyp
10.1038/s42004-026-02112-5DOI
Stichwörter / KeywordsXAT; SET; dicarbofunctionalization; photocatalysis
Dewey-Dezimal-Klassifikation500 Naturwissenschaften und Mathematik > 540 Chemie
StatusVeröffentlicht
BegutachtetJa, diese Version wurde begutachtet
An der Universität Regensburg entstandenZum Teil
URN der UB Regensburgurn:nbn:de:bvb:355-epub-803675
Dokumenten-ID80367

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