Issue 3, 2024

Pulsed electrolysis: enhancing primary benzylic C(sp3)–H nucleophilic fluorination

Abstract

Electrosynthesis is an efficient and powerful tool for the generation of elusive reactive intermediates. The application of alternative electrolysis waveforms provides a new level of control for dynamic redox environments. Herein, we demonstrate that pulsed electrolysis provides a favourable environment for the generation and fluorination of highly unstable primary benzylic cations from C(sp3)–H bonds. By introduction of a toff period, we propose this waveform modulates the electrical double layer to improve mass transport and limit over-oxidation.

Graphical abstract: Pulsed electrolysis: enhancing primary benzylic C(sp3)–H nucleophilic fluorination

Supplementary files

Article information

Article type
Research Article
Submitted
08 Nov 2023
Accepted
09 Dec 2023
First published
13 Dec 2023
This article is Open Access
Creative Commons BY license

Org. Chem. Front., 2024,11, 802-808

Pulsed electrolysis: enhancing primary benzylic C(sp3)–H nucleophilic fluorination

A. P. Atkins, A. K. Chaturvedi, J. A. Tate and A. J. J. Lennox, Org. Chem. Front., 2024, 11, 802 DOI: 10.1039/D3QO01865B

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