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Catalytic 1,2-Migratory Insertion in a Bismuth Redox Platform: Reductive Arylation of Aldehydes
Xiangrong Liu1, Hye Won Moon1, Davide Spinnato1
1Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
None:
Herein, we report a catalytic defluorinative arylation of aldehydes with (per) A fluoroarenes facilitated by a pincer-based PheBox-Bi(I) under mild conditions. The protocol features various novel aspects in bismuth redox catalysis; namely, (1) a catalytic 1,2-aryl migratory insertion to forge a C─C bond, (2) an unprecedented example of multicomponent reaction through four elementary organometallic steps at a Bi center, (3) an unusual strategy for Bi(I) compounds regeneration via O─Si reductive elimination. Experimental and computational studies aided in dissecting the various mechanistic aspects of the bismuth redox cycle.
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