Which NICS Aromaticity Index for Planar π Rings Is Best?
2006-03-02T00:00:00Z (GMT) by
Five increasingly sophisticated aromaticity indexes, based on nucleus-independent chemical shifts (NICS), were evaluated against a uniform set of aromatic stabilization energies (ASE) for 75 mono- and polyheterocyclic five-membered rings. While acceptable statistical correlations were given by all of the NICS methods, the most fundamentally grounded index, NICS(0)<sub>π</sub><i><sub>zz</sub></i> (based on the π contribution to the out-of-plane <i>zz</i> tensor component), performed best statistically (cc = 0.980) and in practice. The easily computable NICS(1)<i><sub>zz</sub></i> index is a useful alternative (cc = 0.968).