Computational studies on tetranitro derivatives of [2,2]paracyclophane are carried out at B3LYP/6-31G(d,p) level of theory. Optimized geometries, electronic structures and some thermodynamic properties have been obtained in their ground states. Also, detonation performances were evaluated by the Kamlet-Jacobs equations, based on the quantum-chemical calculated densities and heat of formation values. Aromaticities were investigated by performing NICS (nucleus independent chemical shift) calculations using the gauge invariant atomic orbital (GIAO) approach at the same theoretical level. The results show that these kinds of compounds possess some properties of energetic materials and if these stable tetra-nitro substituted [2,2]paracyclophanes can be synthesized, they may be potential candidates for powerful energetic materials.