Computational and experimental studies on the index of antiaromaticity for 4n π-systems (n ≥ 2)

Tohru Nishinaga; Hinako Hamaoka

doi:10.1039/c8cc09448a

Computational and experimental studies on the index of antiaromaticity for 4n π-systems (n ≥ 2)

Chem Commun (Camb). 2019 Jan 29;55(10):1514-1517. doi: 10.1039/c8cc09448a.

Authors

Tohru Nishinaga¹, Hinako Hamaoka

Affiliation

¹ Department of Chemistry, Graduate School of Science, Tokyo Metropolitan University, Hachioji, Tokyo 192-0397, Japan. nishinaga-tohru@tmu.ac.jp.

PMID: 30648166
DOI: 10.1039/c8cc09448a

Abstract

A linear correlation between nucleus-independent chemical shift (NICS) and relative hardness for various sizes of antiaromatic 4n π-systems (n ≥ 2) was revealed with HF computations using the gauge-including atomic orbital (GIAO) and time-dependent (TD) methods. Based on this finding, a method to evaluate the relative hardness of 4n π-systems (n ≥ 2) as a new experimental measure of antiaromaticity has been developed.