Ultimately, we settled on the use of a-bromoacids (14) as they are easily accessible and facilitate higher overall ideality as only C-C bonds are made during the sequence (RAEs can be formed in situ if needed). In the final optimized conditions for mono arylation of α-bromoacid 14a, a 65% yield of the desired arylacid 22 (Table , entry 1) was observed. Numerous variables such as solvents, electrodes, stoichiometry, ligands, electrochemical parameters, and concentration were evaluated as documented in the SI. For brevities sake, the following optimization discussions focus on variables that had the most dramatic impact. The key discovery relative to our prior studies in this area was the addition of AgI rather than AgNO 3 which gave only 18% (Table , entry 2). The Ag salt counteranion was clearly significant as other silver sources such as AgOTf and AgBr also showed poor yields (entries 3-4). The importance of Ag-nanoparticle formation is evident as the use of other iodide-or bromide containing salts proved inferior to AgI, such as those based on Cu or Mg (entries 5-7). The precise role of I -in these reactions is unclear. Control studies (entries 8-11) confirmed the need for Ni, ligand, and electricity, AgI and LiBF 4 . This arylation proved to be robust and could be reproduced on a 2.4 mmol scale in 60% yield (entry 12).