期刊
CHEMICAL SCIENCE
卷 9, 期 2, 页码 356-361出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc04032f
关键词
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资金
- DOE [DE-FG02-05ER15690]
- NSF predoctoral Fellowship [DGE-1747503]
- NIH [1S10 OD020022-1]
- NSF [CHE-1048642]
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.
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