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New derivatives of 5,5′,5″-tris­(tetrazolyl)­amine (H3tta) are designed by replacing N–H with N–NO2 and N–OH groups. Two H3tta derivatives (B and F) were selected for the design of 1:1 (cation:anion) energetic salts. Their heats of formation (HOF) and densities were predicted and combined to estimate the velocities of detonation (VOD) and detonation pressures (DP). Impact sensitivity of H3tta compounds containing nitramine functionality was assessed using h 50, free space in a crystal lattice, and heats of detonation (Q). The calculated explosive power index about picric acid showed that most of the H3tta compounds and salts can be used as potential energetic materials. Those compounds and salts were found to exhibit superior detonation performance when compared with RDX and HMX. According to our results, newly designed H3tta derivatives may be used to develop high-performance energetic materials with lower sensitivity.

A green heterogeneous catalyst cellulose‐supported CuI‐nanoparticles employed for efficient synthesis of 4‐trifluoromethylbenzoate‐linked triazole in high yield from 4‐trifluoromethyl‐benzoic acid prop‐2‐ynyl ester and aryl/benzyl azide under aqueous condition. All triazoles were successfully characterized by IR, 1H‐NMR, 13C‐NMR, HRMS and finally supported by X‐ray crystallographic structure of 4‐trifluoromethyl‐benzoic acid 1‐phenyl‐1H‐[1,2,3]triazol‐4‐ylmethyl ester. Antibacterial study revealed that triazoles substituted by 4‐NO2 and 4‐Cl group to the benzyl and benzene ring displayed good to comparable activity as compare to commonly used drug ciprofloxacin. Likewise, triazoles substituted with a 4‐NO2 group on benzyl ring, unsubstituted aryl and 4‐F substituted aryl showed better antifungal activity when compared with commonly used antifungal drug fluconazole. Further, the computational study by DFT (B3PW91) level with 6–311G(d,p) basis set studied chemical reactivities, chemical hardness and molecular stability of triazole by frontier molecular orbital and molecular electrostatic potential study. The DFT results were in good agreement with pharmacological studies.

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Six nitramines (N1-6) were designed with all possible arrangements of N-NO2 groups on a cyclic skeleton and structural optimization was performed using the density functional theory (DFT). We observed that all nitramines have high positive heats of formation proportionate to the number of N-NO2 groups in their molecular structure. Among the designed nitramines, N5 and N6 have crystal densities of 1.77 and 1.81 g cm(-3), respectively, which lead to reasonable respective detonation velocities (D = 8.70 and 9.07 km s(-1)) and detonation pressures (P = 33.23 and 36.57 GPa) comparable to those of RDX. To understand the relationship between sensitivity and molecular structure, bond dissociation energies, impact sensitivities (h 50), free space in crystal lattice, imbalance between the positive and negative surface potentials and heats of detonation (Q) were investigated. The comparable performance of N5 and N6 with RDX highlights the potential application of these nitramine derivatives as high energy materials and also supports the advantage of N-N bonds in the backbone and substitution of N-NO2 groups. Graphical Abstract Electrostatic potential on the 0.001 electron/bohr(3) molecular surface of N6.