In general, many of the known methods for achieving DCC-arylation feature complementary scope. Empirical screening is often needed to deconvolute which particular method is suitable for a particular substrate class, akin to ligand enabled Pd-based cross couplings. Some methods fare well with electron-deficient arenes but not with electron-rich arenes. Similarly, certain couplings don't tolerate sensitive functional groups (e.g. free phenols, indoles, histidines, acidic heterocyclic N-H) or Lewis-basic heteroatoms. The present method appears to be a particularly general protocol for achieving such couplings in consistent and meaningful yields by leveraging the unique reactivity benefits of Ag-functionalized electrodes in Nielectrocatalysis (vida infra); however, it is not without its limitations. Throughout the course of this study heterocycles were encountered that were unreactive such as N-alkyl pyrazoles, tricholoropyrimidines, quinazolines and other fused heterocycles. Additionally, isoxazole motifs were found to undergo reductive ring opening during the reaction and led to no desired cross coupling products. With respect to the alkyl coupling partner, [2.2.2] redox active esters failed to couple as well as adamantyl and simple tertiary radical precursors.