Model Complexes for the Palladium-Catalyzed Transannular C-H Functionalization of Alicyclic Amines.

This report describes the synthesis of model complexes for key intermediates in the Pd-catalyzed transannular C(sp3)-H arylation of alicyclic amines. These complexes react stoichiometrically with phenyl iodide to afford C-H arylation products. Furthermore, they participate in H/D exchange with d 10-tert-butanol at temperatures as low as 40 °C. Overall, these studies provide insights into the factors controlling transannular C(sp3)-H activation in these systems.