Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?

被引：13

作者：

Andjelkovic, Ljubica ^{[1
]}

Peric, Marko ^{[1
]}

Zlatar, Matija ^{[1
]}

Grubisic, Sonja ^{[1
]}

Gruden-Pavlovic, Maja ^{[2
]}

机构：

[1] Univ Belgrade, IHTM, Ctr Chem, Belgrade 11001, Serbia

[2] Univ Fribourg, Dept Chem, CH-1700 Fribourg, Switzerland

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 07期

基金：

瑞士国家科学基金会;

关键词：

DFT; Aromaticity; Jahn-Teller effect; Intrinsic Distortion Path; INDEPENDENT CHEMICAL-SHIFTS; DENSITY; ELECTRON; NICS; DISTORTION; ENERGIES; ACCURATE; DFT;

D O I：

10.1016/j.tetlet.2011.12.008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The aromatic/antiaromatic behavior of the Jahn-Teller UT) active benzene cation and anion has been investigated using Density Functional Theory (DFT) calculations of Nuclear Independent Chemical Shifts (NICS) and magnetic susceptibility. NICS parameters have been scanned along the Intrinsic Distortion Path (IDP) for the benzene cation showing antiaromaticity which decreases with increasing deviation from D-6h to D-2h symmetry. Changes in NICS values along the IDP from D-6h to C-2v in the benzene anion revealed non-aromatic character. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：794 / 799

页数：6

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