Energetic Methylene-Bridged Furoxan-Triazole/Tetrazole Hybrids.

Design and synthesis of new energetic materials retains its urgency in chemistry and materials science. Herein, rational construction and regioselective synthesis of a series of energetic compounds comprising of a methylene-bridged combination of 1,2,5-oxadiazole and nitrogen-rich azoles (1,2,4-triazole and tetrazole) enriched with additional explosophoric functionalities (nitro and azo moieties) is presented. All target materials were thoroughly characterized using IR and multinuclear NMR (H, C, N, N) NMR spectroscopy, high-resolution mass spectrometry, X-ray diffraction, and differential scanning calorimetry. All synthesized energetic substances showed good thermal stability (up to 239 °C) and low mechanical sensitivity, while their performance reached or exceeded the level of TNT.