期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 34, 页码 10794-10797出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b06517
关键词
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资金
- NIH [R01 GM113105]
We report a new photocatalytic protocol for the redox-neutral isomerization of cyclic alcohols to linear ketones via C-C bond scission. Mechanistic studies demonstrate that key alkoxy radical intermediates in this reaction are generated via the direct homolytic activation of alcohol O-H bonds in an unusualintramuleculat PCET process, wherein the electron travels to a Proximal radical cation in concert with proton transfer to a weak Bronsted base. Effective bond strength considerations are shown to accurately forecast the feasibility of alkoxy radical generation with a given oxidant/base pair.
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