| Abstract
| - Solvolysis of exo-8-deltacyclyl brosylate proceeds directly through a C2 delocalized cation to exo-8-deltacyclyl acetate. The solvolysis of the endo epimer presents a more complex picture, reactingvia a classical deltacyclyl cation, the nonclassical C2 delocalized cation, and the isodeltacyclyl cation.The solvolysis of exo-7-isodeltacyclyl brosylate generates the 7-isodeltacyclyl ion and subsequentlythe C2 delocalized deltacyclyl cation forming 8-deltacyclyl acetate and exo-7-isodeltacyclyl acetate.The cationic intermediates in these three related reaction manifolds are characterized using densityfunctional methods at the B3LYP/6-311+G(3df,2p)//B3LYP/6-31G(d) and BPW91/6-311+G(3df, 2p)//BPW91/6-31G(d) levels.
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