Stabilization of the alleged bishomoromatic bicyclo[3.2.1]octa-2,6-dienyl anion by counterion interactions and by hyperconjugation

Schleyer, Paul v. R. and Kaufmann, Elmar and Kos, Alexander J. and Mayr, Herbert and Chandrasekhar, Jayaraman (1986): Stabilization of the alleged bishomoromatic bicyclo[3.2.1]octa-2,6-dienyl anion by counterion interactions and by hyperconjugation. In: Journal of the Chemical Society, Chemical Communications: pp. 1583-1585

Abstract

Hyperconjugation and inductive effects, rather than homoaromaticity, are responsible for the stabilization of the title anion in the gas phase; interaction of the double bond with the Li+ gegenion in the endo geometry contributes additionally in solution.

• Item Type: Article
• Collections: Chemistry and Pharmacy
• Subjects: 500 Science > 540 Chemistry