Abstract
The generation and intermolecular functionalisation of carbon-centred radicals has broad potential synthetic utility. Herein, we show that benzylic radicals may be generated electrochemically from benzylboronate derivatives at low electrode potentials (ca. -0.3 V vs. Cp2Fe0/+) via single electron oxidation. Use of a catalytic quantity of a ferrocene-based electron-transfer mediator is crucial to achieve successful radical functionalisation and avoid undesirable side reactions arising from direct electrochemical oxidation or from the use of stoichiometric ferrocenium-based oxidants.
Original language | English |
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Pages (from-to) | 356-361 |
Number of pages | 6 |
Journal | Chemical Science |
Volume | 9 |
Issue number | 2 |
Early online date | 6 Nov 2017 |
DOIs | |
Publication status | Published - 1 Jan 2018 |
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Dr Alastair J J Lennox
- School of Chemistry - Royal Society University Research Fellow and Proleptic Associate Professor
Person: Academic