Heterocyclic C₂B₂N₂H₆versus homocyclic C₆H₆

Article type: Research Article

Authors: Srivastava, Ambrish Kumar | Misra, Neeraj^*

Affiliations: Department of Physics, University of Lucknow, Lucknow, Uttar Pradesh, India

Correspondence: [*] Corresponding author: Neeraj Misra, Department of Physics, University of Lucknow, Lucknow-226007, Uttar Pradesh, India. Tel.: +91 945 140 7587; [email protected]

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.

Keywords: Heterocycle, benzene, aromaticity, vibrations, ab initio calculations

DOI: 10.3233/MGC-150179

Journal: Main Group Chemistry, vol. 14, no. 4, pp. 369-375, 2015