Journal
CHEMICAL SCIENCE
Volume 10, Issue 48, Pages 10991-10996Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc04987h
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Funding
- German Science Foundation (DFG) [KO 1537/18-1]
- European Research Council (ERC) under the European Union's Horizon 2020 research and innovation programme [741623]
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We report a redox-neutral method for the generation of carbanions from benzylic C-H bonds in a photocatalytic Grignard-type reaction. The combination of photo- and hydrogen atom transfer (HAT) catalysis enables the abstraction of a benzylic hydrogen atom, generating a radical intermediate. This radical is reduced in situ by the organic photocatalyst to a carbanion, which is able to react with electrophiles such as aldehydes or ketones, yielding homobenzylic secondary and tertiary alcohols.
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