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 d₁₀-tert-butyl alcohol at temperatures as low as 40 °C. Overall, these studies provide insights into the factors controlling transannular C­(sp³)–H activation in these systems.