A series of intermolecular transition metal frustrated Lewis pairs (FLPs) based on zirconocene alkoxide complexes ([Cp2Zr(OMes)](+) 1 or ([Cp*Zr-2(OMes)](+)2) with nitrogen Lewis bases (NEt3, (NEtPr2)-Pr-i, pyridine, 2-methylpyridine, 2,6-lutidine) are reported. The interaction between Zr and N depends on the specific derivatives used, in general more sterically encumbered pairs leading to a more frustrated interaction; however, DOSY NMR spectroscopy reveals these interactions to be dynamic in nature. The pairs with various amine bases undergo typical FLP-type reactivity with D-2, CO2, THF, and PhCCD. The catalytic dehydrocoupling of Me2NH center dot BH3 is also reported. Comparisons can be made with previous work employing phosphines as Lewis bases suggesting that hard-hard or hard-soft acid-base considerations are of little importance compared to the more prominent roles of steric bulk and basicity.