Ligand-controlled regioselectivity in palladium-catalyzed cross coupling reactions.
The reversal of regioselectivity in a Pd-catalyzed cross-coupling reaction of an aryl chloro triflate with different ligands, established by Fu and co-workers, has been studied computationally. C-O insertion was found to be controlled by Pd-HOMO ArO-LUMO interaction, where C-Cl insertion is facilitated by the lower C-Cl TS distortion energy. The greater reactivities of monoligated Pd species are due primarily to the lack of distortion of the Pd species.
Schoenebeck
Franziska
F
Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA.
Houk
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