Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models
Several currently used models for assessing the extent of cyclic conjugation in benzenoid hydrocarbons, all based on Kekulé-type structural formulas predict that there is no cyclic conjugation in the central, "empty", ring of perylene and its annelated derivatives. In this paper it is show...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2005-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2005/0352-51390509023G.pdf |
| _version_ | 1818367056390651904 |
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| author | Gutman Ivan Furtula Boris Đurđević Jelena Kovačević Rradmila Stanković Sonja |
| author_facet | Gutman Ivan Furtula Boris Đurđević Jelena Kovačević Rradmila Stanković Sonja |
| author_sort | Gutman Ivan |
| collection | DOAJ |
| description | Several currently used models for assessing the extent of cyclic conjugation in benzenoid hydrocarbons, all based on Kekulé-type structural formulas predict that there is no cyclic conjugation in the central, "empty", ring of perylene and its annelated derivatives. In this paper it is shown that in some annelated perylenes the cyclic conjugation in the "empty" ring (measured by its energy-effect) may be unexpectedly high. Therefore, in the case of these annelated perylenes, the Kekulé- structure-based models fail. The cause for such an "anomalous" behavior of annelated perylenes is discussed. |
| first_indexed | 2024-12-13T22:45:59Z |
| format | Article |
| id | doaj.art-ef3caa46dad44c68a6b41ee1f00d8183 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-12-13T22:45:59Z |
| publishDate | 2005-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-ef3caa46dad44c68a6b41ee1f00d81832022-12-21T23:28:45ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212005-01-01708-91023103210.2298/JSC0509023G0352-51390509023GAnnelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation modelsGutman Ivan0Furtula Boris1Đurđević Jelena2Kovačević Rradmila3Stanković Sonja4Faculty of Science, University of KragujevacFaculty of Science, University of KragujevacFaculty of Science, University of KragujevacFaculty of Science, University of KragujevacFaculty of Science, University of KragujevacSeveral currently used models for assessing the extent of cyclic conjugation in benzenoid hydrocarbons, all based on Kekulé-type structural formulas predict that there is no cyclic conjugation in the central, "empty", ring of perylene and its annelated derivatives. In this paper it is shown that in some annelated perylenes the cyclic conjugation in the "empty" ring (measured by its energy-effect) may be unexpectedly high. Therefore, in the case of these annelated perylenes, the Kekulé- structure-based models fail. The cause for such an "anomalous" behavior of annelated perylenes is discussed.http://www.doiserbia.nb.rs/img/doi/0352-5139/2005/0352-51390509023G.pdfcyclic conjugationenergy effect of cyclic conjugationperyleneannelated perylenes |
| spellingShingle | Gutman Ivan Furtula Boris Đurđević Jelena Kovačević Rradmila Stanković Sonja Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models Journal of the Serbian Chemical Society cyclic conjugation energy effect of cyclic conjugation perylene annelated perylenes |
| title | Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models |
| title_full | Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models |
| title_fullStr | Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models |
| title_full_unstemmed | Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models |
| title_short | Annelated perylenes: Benzenoid molecules violating the Kekulé-structure-based cyclic conjugation models |
| title_sort | annelated perylenes benzenoid molecules violating the kekule structure based cyclic conjugation models |
| topic | cyclic conjugation energy effect of cyclic conjugation perylene annelated perylenes |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2005/0352-51390509023G.pdf |
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