Enhanced solvolytic reactivity of 1-bromobicyclo[3.1.1]heptane: intermediacy of a stabilised bridgehead carbenium ion
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 11,p. 833-834
- https://doi.org/10.1039/c39870000833
Abstract
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.Keywords
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