Fig. 17. Validation of a model to predict the site of C–H imidation based on the calculated Hirshfeld charges (shown in red and blue) on the DFT-optimized radical cation structure of each substrate. The experimentally imidated site is indicated by a red sphere and the site with the highest positive charge is indicated with red numbers. Other possible sites for imidation are indicated with blue spheres. Using this model, regioselectivity predictions were made for new substrates, 3 and 4. The predictions for these substrates were then validated experimentally producing the predicted product with >99% selectivity.