3238-04-8Relevant academic research and scientific papers
An one-pot synthesis of semibullvalenes and its mechanism
Sauer, Juergen,Baeuerlein, Peter,Ebenbeck, Wolfgang,Schuster, Johann,Sellner, Ingeborg,Sichert, Heinz,Stimmelmayr, Horst
, p. 791 - 801 (2007/10/03)
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 semibullvalenes 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.
