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Photocatalytic halogen atom transfer enables general dicarbofunctionalization of alkenes with organic halides and CO2
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.
Veröffentlichungsdatum dieses Volltextes: 18 Aug 2026 09:56
Artikel
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.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | Communications Chemistry | ||||
| Verlag: | Springer Nature (Nature Portfolio) | ||||
|---|---|---|---|---|---|
| Open Access Art: | CC-Lizenz | ||||
| Datum | 10 Juli 2026 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Projekte |
Gefördert von:
Deutsche Forschungsgemeinschaft (DFG)
(465006243)
| ||||
| Identifikationsnummer |
| ||||
| Stichwörter / Keywords | XAT; SET; dicarbofunctionalization; photocatalysis | ||||
| Dewey-Dezimal-Klassifikation | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Zum Teil | ||||
| URN der UB Regensburg | urn:nbn:de:bvb:355-epub-803675 | ||||
| Dokumenten-ID | 80367 |
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