The design of energetic compounds generally pursues the
plane effect
in order to obtain energetic compounds with high density, high thermal
stability, and low sensitivity. Multi-heterocyclic compounds have
strong conjugation effect, which is conducive to the formation of
coplanar, but their synthesis conditions are harsh and the synthesis
route is long. Here, a four-ring energetic compound 5,5′-bis(1H-tetrazol-5-yl)-3,3′-bi(1,2,4-oxadiazole) (4) was designed and synthesized efficiently by a clever intramolecular
cyclization strategy. In addition, the structures of compound 4 and its corresponding salts were confirmed. Compound 4 is insensitive to external stimuli because of its special
three-dimensional crystal packing and has positive heat of formation
(596.7 kJ·mol–1) and moderated thermal stability
(T
dec = 259.2 °C) owing to the special
structure with a macrocyclic system. Its salts show good thermal stability
(216.0–276.2 °C), good mechanical sensitivity (IS >
40
J, FS > 360 N), and positive heat of formation (449.0–530.7
kJ·mol–1). Therefore, the multi-heterocyclic
compound synthesized by intramolecular cyclization exhibits excellent
performance, which presents a new avenue for the design and synthesis
of energetic materials.