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C–F Bond Insertion: An Emerging Strategy for Constructing Fluorinated Molecules

Lookup NU author(s): Arushi Garg, Alex Haswell, Dr Matt HopkinsonORCiD

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This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).


Abstract

C–F Insertion reactions, where an organic fragment formally inserts into a carbon-fluorine bond in a substrate, are highly attractive, yet largely unexplored, methods to prepare valuable fluorinated molecules. The inherent strength of C–F bonds and the resulting need for a large thermodynamic driving force to initiate C–F cleavage often leads to sequestering of the released fluoride in an unreactive by-product. Recently, however, several groups have succeeded in overcoming this challenge, opening up the study of C–F insertion as an efficient and highly atom-economical approach to prepare fluorinated compounds. In this article, the recent breakthroughs are discussed focusing on the key conceptual advances that allowed for both C–F bond cleavage and subsequent incorporation of the released fluoride into the product.


Publication metadata

Author(s): Garg A, Haswell A, Hopkinson MN

Publication type: Review

Publication status: Published

Journal: Chemistry - A European Journal

Year: 2024

Volume: 30

Issue: 20

Print publication date: 05/04/2024

Online publication date: 25/01/2024

Acceptance date: 25/01/2024

ISSN (print): 0947-6539

ISSN (electronic): 1521-3765

Publisher: Wiley-VCH Verlag GmbH & Co. KGaA

URL: https://doi.org/10.1002/chem.202304229

DOI: 10.1002/chem.202304229

ePrints DOI: 10.57711/bg8n-h318


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