1-Bromobicyclo[3.1.1]heptane displays greater solvolytic reactivity than t-butyl bromide and produces a bridgehead carbenium ion which appears to be stabilised by transannular orbital interactions.
E. W. Della, P. E. Pigou and J. Tsanaktsidis, J. Chem. Soc., Chem. Commun., 1987, 833 DOI: 10.1039/C39870000833
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