Zipper polydefluorination-monoborylation of perfluoroalkyl chains

Selective defluorination of perfluoroalkyl chains remains challenging because of the strength of C-F bonds and the inertness of perfluoroalkyl groups. Here, the authors report a zipper reaction that completely defluorinates perfluoroalkylated alkenes into synthetically useful linear alkyl boranes while preserving the carbon backbone. The reaction is scalable and allows the recovery of fluoride in the form of LiF by simple filtration. It can be further applied to gem-difluoroalkenes, which are concluded to be intermediates of the underlying iterative fluoride removal process.

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Publication Details

Journal
Nature Communications
Published
2026-09-04
DOI
https://doi.org/10.1038/s41467-026-77437-9
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Zipper polydefluorination-monoborylation of perfluoroalkyl chains

Jan Streuff, Marie Deliaval, Sanne L. Albers, Johanne Köllmann et al.
Nature Communications
Fluorine in Organic Chemistry
article

Zipper polydefluorination-monoborylation of perfluoroalkyl chains

Jan Streuff, Marie Deliaval, Sanne L. Albers, Johanne Köllmann, Johanna K. Harzendorf
article en

Abstract

Selective defluorination of perfluoroalkyl chains remains challenging because of the strength of C-F bonds and the inertness of perfluoroalkyl groups. Here, the authors report a zipper reaction that completely defluorinates perfluoroalkylated alkenes into synthetically useful linear alkyl boranes while preserving the carbon backbone. The reaction is scalable and allows the recovery of fluoride in the form of LiF by simple filtration. It can be further applied to gem-difluoroalkenes, which are concluded to be intermediates of the underlying iterative fluoride removal process.

Nature CommunicationsVol. 17(1)
Uppsala University (SE), Science for Life Laboratory (SE)
European Commission, Svenska Forskningsrådet Formas, Albert-Ludwigs-Universität Freiburg, Carl Tryggers Stiftelse för Vetenskaplig Forskning, Vetenskapsrådet, Université de Fribourg, Uppsala Universitet, Science for Life Laboratory, Erasmus+
Clean water and sanitation
Openalex Percentile: Top 12%
Fluorine in Organic Chemistry
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