Sauer, Juergen and Baeuerlein, Peter and Ebenbeck, Wolfgang and Schuster, Johann and Sellner, Ingeborg and Sichert, Heinz and Stimmelmayr, Horst (2002) An one-pot synthesis of semibullvalenes and its mechanism. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (5). pp. 791-801. ISSN 1434-193X
Full text not available from this repository. (Request a copy)Abstract
1,2,4,5-Tetrazines 7 readily react with 3,3'-bicyclopropenyl 8 in a cycloaddition-cycloelimination sequence to give 3,4-diazanorcaradienes 9 with endo configuration of the methyl group at C-7. On gentle heating in inert solvents, these 3,4diazanorcaradienes 9 are cleanly transformed into semi-bullvalenes 11. This reaction sequence can also be performed as a one-pot method, Kinetic investigations and comparisons with two model systems are in agreement with the proposed reaction mechanism.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | THERMOCHROMIC SEMIBULLVALENES; COPE REARRANGEMENTS; DELOCALIZED STATES; BARBARALANES; EQUILIBRIUM; cycloadditions; kinetics; linear free-energy relationships; semibullvalenes; 1,2,4,5-tetrazines |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 08 Nov 2021 15:08 |
| Last Modified: | 08 Nov 2021 15:08 |
| URI: | https://pred.uni-regensburg.de/id/eprint/40501 |
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