Antiaromaticity Proved by the Anisotropic Effect in 1H NMR Spectra
- 3 May 2012
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Physical Chemistry A
- Vol. 116 (23) , 5674-5680
Abstract
The spatial magnetic properties (through-space NMR shieldings, or TSNMRSs) of the antiaromatic 9-oxaanthracene anion 12– and of the corresponding 9-dimeric dianion 112– have been calculated by the gauge-invariant atomic orbitals (GIAO) perturbation method employing the nucleus independent chemical shift (NICS) concept and visualized as iso-chemical-shielding surfaces (ICSSs) of various size and direction. The TSNMRS values, thus obtained, can be employed to indicate antiaromaticity by paratropic ring currents of the anionic compounds of 112– and 12– studied and other neutral and ionic antiaromatic molecules from previous studies because anisotropic effects of functional groups in 1H NMR spectra have quantitatively proven to be the molecular response property of theoretical spatial nucleus independent chemical shieldings (NICS).Keywords
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