Assignment of aromaticity of the classic heterobenzenes by three aromatic criteria

The global aromaticity and π aromaticity of the classic heterobenzenes (C6H6 > C5H5N > C5H5P > C5H5As > C5H5Sb > C5H5Bi) is established firmly. For σ aromaticity, the technique of ELFσ permits overall assignment of σ aromatic character of the group five heterobenzenes. Both FLFπ and NICS(max)πzz are easily and efficiently applied to decide π aromatic character, and performed well statistically (cc = 0.98). Both techniques demonstrated that the value order of π aromatic is of the same order as the global aromaticity.