1420040-19-2Relevant academic research and scientific papers
Combining transition metal catalysis with radical chemistry: Dramatic acceleration of palladium-catalyzed C-H arylation with diaryliodonium salts
Neufeldt, Sharon R.,Sanford, Melanie S.
, p. 3517 - 3522 (2012)
This paper describes a photoredox palladium/iridium-catalyzed C-H arylation with diaryliodonium reagents. Details of the reaction optimization, substrate scope, and mechanism are presented along with a comparison to a related method in which aryldiazonium salts are used in place of diaryliodonium reagents. The unprecedentedly mild reaction conditions (25 C in methanol), the requirement for light and a photocatalyst, the inhibitory effect of radical scavengers, and the observed chemoselectivity trends are all consistent with a radical-mediated mechanism for this transformation. This stands in contrast to the analogous thermal reaction with diaryliodonium reagents that is believed to proceed via an ionic' 2e- pathway and requires a much higher reaction temperature (100 C).
