We aim to address the following questions: i) How does the structural modification affect the kinetics of the N 2 gas release? It provides us with information on both the reactivity and stability of the diazo compounds. ii) Which chemical properties are more associated with the activation energy barrier? It provides us with deeper insight to design descriptors for high-throughput screening of diazo compounds. Scheme2: Four diazo backbones accompanied by different R 1 and R 2 functional groups to generate the database.