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Synlett 2025; 36(07): 869-873
DOI: 10.1055/a-2446-3355
letter

Reductive Dehalogenation towards Olefins Mediated by Phase-Transfer Electrocatalysis

Orielia P. Egambaram
a   School of Chemistry and Forensic Science, University of Kent, Canterbury, CT2 7NH, UK
,
Alex T. Murray
a   School of Chemistry and Forensic Science, University of Kent, Canterbury, CT2 7NH, UK
,
Jennifer R. Hiscock∗
a   School of Chemistry and Forensic Science, University of Kent, Canterbury, CT2 7NH, UK
,
Ewan R. Clark  ∗
b   School of Science, University of Greenwich, Chatham Maritime, ME4 4TB, UK
› InstitutsangabenO.P.E., J.R.H., A.T.M., and E.R.C. would like to thank the University of Kent and the Royal Society of Chemistry for funding (E21-0257561176). J.R.H. would also like to thank the U.K.R.I. for her Future Leaders Fellowship, (MR/T020415/1).
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Abstract

Mild biphasic conditions enable dibutylviologen salts to act as both phase-transfer catalysts and electrocatalysts for the electroreduction of vicinal dibromides. Optimized experimental reaction conditions permit the production of the corresponding alkenes in competitive yields for a wide range of activated and nonactivated substrates, demonstrating good functional-group tolerance.

Key words

electrosynthesis - electrocatalysis - phase-transfer catalysis - viologens - alkenes

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2446-3355.
  • Supporting Information


Publikationsverlauf

Eingereicht: 16. August 2024

Angenommen nach Revision: 21. Oktober 2024

Accepted Manuscript online:
21. Oktober 2024

Artikel online veröffentlicht:
04. November 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany

 

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