A case of chain propagation: α-aminoalkyl radicals as initiators for aryl radical chemistry.
AuthorsConstantin, Timothée; orcid: 0000-0001-5376-1557
Juliá, Fabio; orcid: 0000-0001-8903-4482
Sheikh, Nadeem S; orcid: 0000-0002-0716-7562
Leonori, Daniele; orcid: 0000-0002-7692-4504
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AbstractThe generation of aryl radicals from the corresponding halides by redox chemistry is generally considered a difficult task due to their highly negative reduction potentials. Here we demonstrate that α-aminoalkyl radicals can be used as both initiators and chain-carriers for the radical coupling of aryl halides with pyrrole derivatives, a transformation often employed to evaluate new highly reducing photocatalysts. This mode of reactivity obviates for the use of strong reducing species and was also competent in the formation of sp<sup>2</sup> C-P bonds. Mechanistic studies have delineated some of the key features operating that trigger aryl radical generation and also propagate the chain process.
CitationChemical science, volume 11, issue 47, page 12822-12828
DescriptionFrom Europe PMC via Jisc Publications Router
History: ppub 2020-10-01, epub 2020-10-20
Publication status: Published
Funder: Engineering and Physical Sciences Research Council; Grant(s): EP/P004997/1
Funder: European Research Council; Grant(s): 758427