Paramagnetic ring current effects in anti-aromatic structures subject to substitution/annelation quantified by spatial magnetic properties (TSNMRS)
- The spatial magnetic properties, through-space NMR shieldings (TSNMRS), of the typically anti-aromatic cyclopentadienyl cation, cyclobutadiene, pentalene, s-indacene and of substituted/annelated analogues of the latter structures have been calculated using the CIAO perturbation method employing the nucleus independent chemical shift (NICS) concept and visualized as iso-chemical-shielding surfaces (ICSS) of various size and direction. The TSNMRS values were employed to visualize and quantify the dia(para) magnetic ring current effects in the studied compounds. The interplay of dia(para)magnetic ring current effects due to substitution/annelation caused by heavy exo-cyclic n,pi-electron delocalization can be qualified.
Author details: | Erich KleinpeterORCiDGND, Andreas KochORCiDGND |
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DOI: | https://doi.org/10.1016/j.tet.2017.12.020 |
ISSN: | 0040-4020 |
Title of parent work (English): | Tetrahedron |
Publisher: | Elsevier |
Place of publishing: | Oxford |
Publication type: | Article |
Language: | English |
Date of first publication: | 2018/12/13 |
Publication year: | 2018 |
Release date: | 2022/01/24 |
Tag: | Annelation effect; Anti-aromaticity; Aromaticity; GIAO; NICS; Through-space NMR shieldings (TSNMRS) |
Volume: | 74 |
Issue: | 7 |
Number of pages: | 11 |
First page: | 700 |
Last Page: | 710 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie |
Peer review: | Referiert |