Pulsed electrolysis: enhancing primary benzylic C(sp3)-H nucleophilic fluorination
Alexander P Atkins1, Atul K Chaturvedi1, Joseph A Tate2
1School of Chemistry, University of Bristol Cantock's Close BS8 1TS Bristol UK a.lennox@bristol.ac.uk.
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.
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