Group 13 ion coordination to pyridyl models NAD + reduction potentials.

N -alkylation and N -metallation of pyridine are explored herein to understand how metal-ligand complexes can model NAD + redox chemistry. Syntheses of substituted dipyrazolylpyridine (pz 2 P) compounds (pz 2 P)Me + (1 + ) and (pz 2 P)GaCl 2 + (2 + ) are reported, and compared with (pz 2 P)AlCl 2 (THF) + and transition element pz 2 P complexes from previous reports. Cyclic voltammetry measurements of cationic 1 + and 2 + show irreversible reduction events ∼900 mV anodic those for neutral pz 2 P complexes of divalent metals. We proposed that N -metallation using Group 13 ions of 3+ charge provides an electrochemical model for N -alkylated pyridyls like NAD + .