Photo‐Induced Halogen‐Atom Transfer: Generation of Halide Radicals for Selective Hydrohalogenation Reactions

Abstract: The first photo‐mediated process enabling the generation of halide radicals by Halogen‐Atom Transfer (XAT) is described. Contrary to radical transformations involving XAT reactivity, which exploit stable carbon radicals, this unique approach uses 1,2‐dihaloethanes for the generation of unstable carbon radicals by XAT. These transient radicals then undergo β‐scission with release of ethylene and formation of more stable halide radicals which have been used in selective hydrohalogenations of a large number of unsaturated hydrocarbons, including Michael acceptors, unactivated alkenes and alkynes. This hydrohalogenation is tolerant of a broad range of functionalities and is believed to proceed through a radical‐chain manifold that propagates by the use of silane derivatives.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Photo‐Induced Halogen‐Atom Transfer: Generation of Halide Radicals for Selective Hydrohalogenation Reactions ; day:13 ; month:06 ; year:2022 ; extent:1
Chemistry - a European journal ; (13.06.2022) (gesamt 1)

Urheber
Geniller, Lilian
Taillefer, Marc
Jaroschik, Florian
Prieto, Alexis

DOI
10.1002/chem.202201495
URN
urn:nbn:de:101:1-2022061315224213051443
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:34 MESZ

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Beteiligte

  • Geniller, Lilian
  • Taillefer, Marc
  • Jaroschik, Florian
  • Prieto, Alexis

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