| Literature DB >> 16494460 |
Hossein Fallah-Bagher-Shaidaei1, Chaitanya S Wannere, Clémence Corminboeuf, Ralph Puchta, Paul v R Schleyer.
Abstract
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)pizz (based on the pi contribution to the out-of-plane zz tensor component), performed best statistically (cc=0.980) and in practice. The easily computable NICS(1)zz index is a useful alternative (cc=0.968).Year: 2006 PMID: 16494460 DOI: 10.1021/ol0529546
Source DB: PubMed Journal: Org Lett ISSN: 1523-7052 Impact factor: 6.005