Bridged aromatic alkenes for the study of carbocation–π interaction
Tetrahedron(2010)
Abstract
Toward the goal of gaining further insight into carbocation–π interactions, bridged-ring aromatic alkene model systems are being investigated in which one isomer will permit π complexation of an intramolecular tertiary carbocation with a benzene ring, but the other isomer will not. The syntheses of three sets of such isomers, having, respectively, benzobicyclo[3.2.1]octene, benzobicyclo[2.2.1]heptene, and benzobicyclo[4.2.1]nonene structures, are described.
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Key words
bridged aromatic alkenes,carbocation–π
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