Theoretical calculations can provide insight into the reactivity of diazo compounds in great detail. In this regard, some density functional theory (DFT) studies have been performed . However, the majority of these studies have focused on a subclass of compounds known as α-diazocarbonyl (backbone B in Scheme 2) that have been decorated by a limited set of functional groups. For instance, Ariafard et al. explored the R 2 substitution impact, whereas the R 1 site is decorated by a few phenyl derivatives. In this case, the activation barriers ranged from 26.7 to 35.1 kcal/mol. Clearly, the direct attachment of electron-withdrawing or electron-donating functional groups to the carbon carrying the diazo group, i.e. R 1 site, will result in a more pronounced electronic effect and, subsequently, can exert a greater influence on the stability of the transition structure. Moreover, a substantial portion of the studies is devoted to the mechanism underlying the release of N 2 from diazo compounds in the presence of a catalyst, particularly a metal complex catalyst . Taken together, the community still needs a thorough examination of a larger range of diazo compounds to pave the way for a more effective N 2 gas release process.