• search hit 6 of 39
Back to Result List

Spatial magnetic properties subject to lone pair and pi electron delocalization in benzenoid and quinoid structures are quinoid tautomers really nonaromatic?

  • The spatial magnetic properties, through-space NMR shieldings (TSNMRS), of benzenoid and quinoid tautomeric structures such as benzodifurantrione and phenazine-type molecules have been calculated using the GIAO perturbation method employing the nucleus independent chemical shift (NICS) concept of Paul von Rague Schleyer and visualized as iso-chemical-shielding surfaces (ICSS) of various size and direction. The TSNMRS values were employed to quantify and visualize the partial aromaticity of the studied compounds. In the case of the surprisingly more stable quinoid tautomers, the aromaticity-synonymous with stability due to the conjugation of p electrons and lone pairs-was not found to be particularly reduced.

Export metadata

Additional Services

Share in Twitter Search Google Scholar Statistics
Metadaten
Author:Erich Kleinpeter, Andreas Koch
ISSN:1551-7004 (print)
Parent Title (English):Arkivoc : free online journal of organic chemistry
Publisher:ARKAT
Place of publication:Gainesville
Document Type:Article
Language:English
Year of first Publication:2012
Year of Completion:2012
Release Date:2017/03/26
Tag:GIAO; NICS; Through-space NMR shieldings (TSNMRS); aromaticity; benzenoid structures; quinoid structures
Pagenumber:15
First Page:94
Last Page:108
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert