Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium
Contrary to literature reports, treatment of bi-cyclononatetraenyl (1) with potassium does not give bi-cyclononatetraenylide (2), but ccct -cyclononatetraenide (6) in a high yield. Twofold deprotonation of the ring assembly 1 takes place after equilibration 1 ⇌ 1' followed by treatment of 1�...
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| Format: | Article |
| Language: | deu |
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Swiss Chemical Society
1987-02-01
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| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9774 |
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| _version_ | 1850140313578897408 |
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| author | André Escher Markus Neuenschwander |
| author_facet | André Escher Markus Neuenschwander |
| author_sort | André Escher |
| collection | DOAJ |
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Contrary to literature reports, treatment of bi-cyclononatetraenyl (1) with potassium does not give bi-cyclononatetraenylide (2), but ccct -cyclononatetraenide (6) in a high yield. Twofold deprotonation of the ring assembly 1 takes place after equilibration 1 ⇌ 1' followed by treatment of 1' with K-tert-butoxide/Li-diisopropylamide. The structure of 2 follows from its spectroscopic data as well as from the successful oxidative treatment of 2 with Ag⊕ to give thermally unstable nonafulvalene (3).
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| format | Article |
| id | doaj-art-07aa92f2952540a9b1b9e99fb2e86a49 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1987-02-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-07aa92f2952540a9b1b9e99fb2e86a492025-08-20T02:29:52ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241987-02-01411-210.2533/chimia.1987.60Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with PotassiumAndré Escher0Markus Neuenschwander1Institut für Organische Chemie Universität Bern Freiestrasse 3, CH-3012 BernInstitut für Organische Chemie Universität Bern, Freiestrasse 3, CH-3012 Bern Contrary to literature reports, treatment of bi-cyclononatetraenyl (1) with potassium does not give bi-cyclononatetraenylide (2), but ccct -cyclononatetraenide (6) in a high yield. Twofold deprotonation of the ring assembly 1 takes place after equilibration 1 ⇌ 1' followed by treatment of 1' with K-tert-butoxide/Li-diisopropylamide. The structure of 2 follows from its spectroscopic data as well as from the successful oxidative treatment of 2 with Ag⊕ to give thermally unstable nonafulvalene (3). https://www.chimia.ch/chimia/article/view/9774 |
| spellingShingle | André Escher Markus Neuenschwander Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium CHIMIA |
| title | Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium |
| title_full | Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium |
| title_fullStr | Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium |
| title_full_unstemmed | Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium |
| title_short | Synthesis and Oxidative Coupling of Bi-cyclononatetraenylide – Reaction of Bi-cyclononatetraenyl with Potassium |
| title_sort | synthesis and oxidative coupling of bi cyclononatetraenylide reaction of bi cyclononatetraenyl with potassium |
| url | https://www.chimia.ch/chimia/article/view/9774 |
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