The stereochemistry of solvolysis for 2-adamantyl derivatives, and the non-classical carbonium ion question
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 2,p. 115-116
- https://doi.org/10.1039/c29700000115
Abstract
When derivatives of adamantan-2-ol solvolyse they usually exhibit a preference for retention of configuration; as they also rearrange skeletally to some extent, the 2-adamantyl cation meets, in some measure, two of the familiar criteria for delocalisation of C–C σ-electrons, hence general conclusions regarding “non-classical carbonium ions” are drawn.Keywords
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