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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Halogen Atom Transfer-Induced Homolysis of C-F Bonds by the Excited-State Boryl Radical
Jangwoo Koo1, Weonjeong Kim1, Byung Hak Jhun2
1Department of Chemistry, College of Natural Science, Seoul National University, Seoul 08826, Republic of Korea.
Abstract:
A novel reactivity toward C-F bond functionalization has been developed, which could be designated as fluorine atom transfer (FAT). A photoexcited state of an N-heterocyclic carbene-ligated boryl radical exhibits a transcendent reactivity, capable of activating chemically inert carbon-fluorine bonds through homolysis. Combined experimental and computational studies suggest that the ligated boryl radical species directly abstracts a fluorine atom from the organofluoride substrates to provide valuable carbon-centered radicals.
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