Interesting chemical transformations and reactivities of metal complexes bearing the bis(imino)pyridine ligand have been observed. These transformations and reactivities have often been attributed to interesting electronic structures induced by the ligand. Developing a better understanding of the nature of the bis(imino)pyridine ligand and how to tune it has become an area of great interest. Ruthenium complexes bearing the bis(imino)pyridine ligand have been synthesized and probed using various analytical techniques to investigate electronic structure. Similarly, chemical transformations and reactivities involving ruthenium bis(imino)pyridine complexes have been investigated. The coordination number appears to significantly affect the mode by which the chemistry of these complexes occurs, whether through radical chemistry or traditional 2 e– chemistry.