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Synfacts 2007(3): 0251-0251
DOI: 10.1055/s-2007-968260
DOI: 10.1055/s-2007-968260
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Biquinolizinium Salts
D. García-Cuadrado, A. M. Cuadro*, J. Alvarez-Builla, U. Sancho, O. Castano, J. J. Vaquero*
Universidad de Alcalá, Madrid, Spain
Further Information
Publication History
Publication Date:
20 February 2007 (online)
Significance
Reported is an approach to 1,1′-, 2,2′-, 3,3′-biquinolizinium dications via palladium-catalyzed Stille homocoupling reactions of the corresponding isomeric bromoquinolizinium bromides. Perhaps owing to steric hindrance and/or strong charge repulsion, the 1,1′-biquinolizinium dication was obtained in lower yield. Furthermore, the synthesis of the 4,4′-biquinolizinium dication failed. Ab initio calculations predict that 1,1′- and 4,4′-biquinolizinium dications should exist as chiral molecules.