Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene
Cyclic conjugation in the "empty" central ring of tetrabenzo- [bc,ef,op,rs]circumanthracene (TBCA) is stronger than in its neighboring "nonempty" rings, contradicting the predictions of Kekulè-structure-based theoretical models. Earlier examples of such anomalous cyclic conjug...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2012-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2012/0352-51391200064G.pdf |
| _version_ | 1818362094172504064 |
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| author | Gutman Ivan Đurđević Jelena Matović Zoran Marković Marija |
| author_facet | Gutman Ivan Đurđević Jelena Matović Zoran Marković Marija |
| author_sort | Gutman Ivan |
| collection | DOAJ |
| description | Cyclic conjugation in the "empty" central ring of tetrabenzo- [bc,ef,op,rs]circumanthracene (TBCA) is stronger than in its neighboring "nonempty" rings, contradicting the predictions of Kekulè-structure-based theoretical models. Earlier examples of such anomalous cyclic conjugation were observed in highly strained, non-planar benzenoid systems. Because the molecule of TBCA is perfectly planar and strain-free, its cyclic conjugation pattern could be tested and verified by means of high-level, B3LYP/6- 311+G(d,p), ab initio DFT calculations. |
| first_indexed | 2024-12-13T21:27:07Z |
| format | Article |
| id | doaj.art-a305fe412c7e44afb276145af8c5eccc |
| institution | Directory Open Access Journal |
| issn | 0352-5139 |
| language | English |
| last_indexed | 2024-12-13T21:27:07Z |
| publishDate | 2012-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-a305fe412c7e44afb276145af8c5eccc2022-12-21T23:30:55ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392012-01-0177101401140810.2298/JSC120518064GVerifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthraceneGutman IvanĐurđević JelenaMatović ZoranMarković MarijaCyclic conjugation in the "empty" central ring of tetrabenzo- [bc,ef,op,rs]circumanthracene (TBCA) is stronger than in its neighboring "nonempty" rings, contradicting the predictions of Kekulè-structure-based theoretical models. Earlier examples of such anomalous cyclic conjugation were observed in highly strained, non-planar benzenoid systems. Because the molecule of TBCA is perfectly planar and strain-free, its cyclic conjugation pattern could be tested and verified by means of high-level, B3LYP/6- 311+G(d,p), ab initio DFT calculations.http://www.doiserbia.nb.rs/img/doi/0352-5139/2012/0352-51391200064G.pdfcyclic conjugationenergy effect (of cyclic conjugation)Kekulèstructure-based modelsDFT calculationbenzo-annelated perylenetetrabenzocircumanthracene |
| spellingShingle | Gutman Ivan Đurđević Jelena Matović Zoran Marković Marija Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene Journal of the Serbian Chemical Society cyclic conjugation energy effect (of cyclic conjugation) Kekulèstructure-based models DFT calculation benzo-annelated perylene tetrabenzocircumanthracene |
| title | Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene |
| title_full | Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene |
| title_fullStr | Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene |
| title_full_unstemmed | Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene |
| title_short | Verifying the modes of cyclic conjugation in tetrabenzo[bc,ef,op,rs]circumanthracene |
| title_sort | verifying the modes of cyclic conjugation in tetrabenzo bc ef op rs circumanthracene |
| topic | cyclic conjugation energy effect (of cyclic conjugation) Kekulèstructure-based models DFT calculation benzo-annelated perylene tetrabenzocircumanthracene |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2012/0352-51391200064G.pdf |
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