An iron complex bearing a pyridine(dicarbene) pincer was designed to probe the requirements of Lewis acid enabled N2H4 capture and subsequent N-N bond cleavage. Appended boron Lewis acids were installed by two methods to circumvent the incompatibilities associated with Lewis acid/base quenching of free carbenes and boranes. N2H4 capture by borane Lewis acids is dependent on both the Lewis acidity and the steric profile about boron. A substitutionally inert primary coordination sphere at iron prevents an Fe-N2H4 interaction as well as N-N bond homolysis upon reduction.