Heterocyclic C 2 B 2 N 2 H 6 versus homocyclic C 6 H 6

Abstract

Abstract

Various possible isomers of heterocyclic C₂B₂N₂H₆ are considered in this study. The structures, electronic properties and aromaticity of C₂B₂N₂H₆ isomers are compared with homocyclic benzene (C₆H₆) using density functional theory. We have noticed that these heterocyclic isomers are stabilized by both covalent CC and polar BN bonds. Like C₆H₆, all C₂B₂N₂H₆ isomers are planar with reduced degree of aromaticity and increased chemical reactivity. However, C₂B₂N₂H₆ does not possess bond-length equalization and degenerate molecular orbitals, like C₆H₆. The vibrational properties of heterocyclic C₂B₂N₂H₆ are also analyzed and compared with those of C₆H₆. Finally, we have shown that all heterocyclic C₂B₂N₂H₆ isomers are thermodynamically stable. These findings may stimulate experimentalists to synthesize these interesting heterocyclic species.