Which NICS aromaticity index for planar π rings is best?

被引：1073

作者：

Fallah-Bagher-Shaidaei, H

Wannere, CS

Corminboeuf, C

Puchta, R

Schleyer, PV

机构：

[1] Islamic Azad Univ, Rasht Branch, Dept Chem, Rasht, Iran

[2] Univ Georgia, Ctr Computat Chem, Dept Chem, Athens, GA 30602 USA

[3] Univ Erlangen Nurnberg, Comp Chem Ctr, D-91052 Erlangen, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 05期

关键词：

D O I：

10.1021/ol0529546

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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)(pi zz) (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).

引用

页码：863 / 866

页数：4

共 73 条

[21]

Glendening E. D., 2001, Theoretical Chemistry Institute

[22] Aromaticity and ring currents [J].