The directing group effects in the above reactions are not trivial to fully disentangle, but broadly speaking one or more of the methyl-substituted picolinamides appear to be advantageous in terms improving the selectivity of arylation reactions, and typically leading to slightly higher overall yields of the C-H arylation products than the unsubstituted picolinamide. There was no observable benefit to employing systems with the more electron-donating methoxy group, and the electron-withdrawing trifluoromethyl group generally led to lower-yielding reactions. The arylation reaction of bornylamine with aryl bromides perhaps provides the most useful insight into the inherent efficiency of each directing group for mediating catalytic arylation. This likely involves several effects including the efficiency of complexation to/decomplexation from the palladium catalyst as well as the C-H insertion and arylation steps themselves. Some combinations of directing group and scaffold led to greater promiscuity in the terms of the C-H activation site (1e, 7c), but none of these combinations led to a complete change in the initial reaction site. We envisaged that these insights may prove useful for enhancing the yield of more challenging C-H arylation reactions in which the overall conversion under our previously developed conditions is low. In particular, the 3-methylpicolinamide often provided enhanced yield and selectivity in the C-H arylation reactions, which can potentially be attributed to the steric effect of the methyl group accelerating decomplexation from the monoarylated product.