Quantification of the (Anti)Aromaticity of Fulvalenes Subjected to -Electron Cross-Delocalization
- Fulvalenes 3-12 were theoretically studied at the ab initio level of theory. For the global minima structures, the occupation of the bonding (pi)C=C orbital of the interring C=C double bond obtained by NBO analysis quantitatively proves pi-electron cross-delocalization resulting in, at least partially, 2- or 6pi-electron aromaticity and 8pi- electron antiaromaticity for appropriate moieties. The cross-conjugation was quantified by the corresponding occupation numbers and lengths of the interring C=C double bonds, while the aromaticity or antiaromaticity due to cross- delocalization of the pi-electrons was visualized and quantified by through-space NMR shielding surfaces.
Author details: | Erich KleinpeterORCiDGND |
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URL: | http://pubs.acs.org/doi/full/10.1021/jo701520j |
DOI: | https://doi.org/10.1021/Jo701520j |
Further contributing person(s): | Anja Holzberger, Philipp Wacker |
Publication type: | Article |
Language: | English |
Year of first publication: | 2008 |
Publication year: | 2008 |
Release date: | 2017/03/24 |
Source: | Journal of organic chemistry. - 73 (2008) 1, S. 56 - 65 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
Peer review: | Referiert |