Characterization and quantification of quasi-aromaticity by spatial magnetic properties (TSNMRS). Issue 33 (19th August 2015)

• Record Type: Journal Article
• Authors: Kleinpeter, Erich; Koch, Andreas
• Is Part Of: Tetrahedron. Volume 71:Issue 33(2015)
• Page Start: 5275
• Page End: 5284
• Publication Date: 2015-08-19
• Subjects: Quasi-aromaticity -- Ring current effect -- Anisotropy effect -- Theoretical calculations -- ICSS -- TSNMRS; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2015.06.019
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: The spatial magnetic properties (Through Space NMR Shieldings— TSNMRS ) of various types of structures with suggested quasi -aromaticity (a summaring topic: in detail push–pull, captodative, chelate, supramolecular aromaticity, etc.) have been computed, are visualized as Isochemical Shielding Surfaces ( ICSS ) of various size/direction and examined subject to identify and quantify present (partial) aromaticity. While the TSNMRS approach proves really helpful [even in cases of (4 n +2) π-electron cyclic moieties formed via non-covalent polar interactions] quasi-aromaticity suggested for enol forms of 1, 3-dicarbonyl compounds via resonance-assisted intramolecular and intermolecular hydrogen bonding cannot be confirmed. Graphical abstract: