A theoretical and experimental scale of aromaticity. The first nucleus-independent chemical shifts (NICS) study of the dimethyldihydropyrene nucleus.

作者信息

Williams Richard Vaughan, Armantrout John R, Twamley Brendan, Mitchell Reginald H, Ward Timothy R, Bandyopadhyay Subhajit

机构信息

Department of Chemistry, University of Idaho, PO Box 442343, Moscow 83844-2343, USA.

出版信息

J Am Chem Soc. 2002 Nov 13;124(45):13495-505. doi: 10.1021/ja020595t.

DOI:10.1021/ja020595t

PMID:12418903

Abstract

Nucleus-independent chemical shift (NICS) values were calculated at several locations for a series of dimethyldihydropyrenes (DDPs). These NICS values were used to assess the relative aromaticities of the dimethyldihydropyrene nucleus (DDPN) of these DDPs and to construct a NICS scale of aromaticity. The NICS and experimentally determined relative aromaticities of these DDPNs are in complete agreement, verifying that NICS can be used not only to classify a compound as aromatic but also to determine the degrees of aromaticity of structurally related systems.

摘要