Quantification of the (anti)aromaticity of fulvenes subject to ring size
- Tria-, penta-, hepta- and nonafulvenes (1-4) have been studied theoretically at the MP2 ab initio level of theory. For the global minimum structures, the occupation of the bonding ;C=C orbital of the exocyclic C=C double bond, obtained by NBO analysis, quantitatively proves ;-electron delocalization which can reveal partial 2-, 6- and 10-;-electron aromaticity, and 4-, 8- and 12-;-electron antiaromaticity of the ring moieties. Beside the corresponding occupation number, this conjugation was quantified by the length of the exocyclic C=C double bond whilst the (anti)aromaticity of the ring moieties of 1-4 was visualized and quantified by through space NMR shielding surfaces (TSNMRS).
Author details: | Erich KleinpeterORCiDGND, Anja FettkeGND |
---|---|
URL: | http://www.sciencedirect.com/science/article/pii/S0040403908003766 |
DOI: | https://doi.org/10.1016/j.tetlet.2008.02.137 |
ISSN: | 0040-4039 |
Publication type: | Article |
Language: | English |
Year of first publication: | 2008 |
Publication year: | 2008 |
Release date: | 2017/03/24 |
Source: | Tetrahedron Letters. - ISSN 0040-4039. - 49 (2008), 17, S. 2776 - 2781 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |