期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 27, 页码 9780-9791出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja505136j
关键词
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资金
- NSF [CHE 1152996]
- Johns Hopkins for a Gary H. Posner Fellowship
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1152996] Funding Source: National Science Foundation
Recently, our group unveiled a system in which an unusual interplay between copper(I) and Selectfluor effects mild, catalytic sp(3) C-H fluorination. Herein, we report a detailed reaction mechanism based on exhaustive EPR, F-19 NMR, UV-vis, electrochemical, kinetic, synthetic, and computational studies that, to our surprise, was revealed to be a radical chain mechanism in which copper acts as an initiator. Furthermore, we offer an explanation for the notable but curious preference for monofluorination by ascribing an ionic character to the transition state.
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