Peroxides of elements other than carbon. Part XVI. Autoxidation of the epimeric norbornylmagnesium halides
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 317-321
- https://doi.org/10.1039/j29690000317
Abstract
The autoxidation of norborn-2-ylmagnesium bromide (41%exo–59%endo, and ca. 100%endo) and chloride (43%exo–57%endo) gave in all three cases a mixture of norborn-2-ylperoxy-compounds similar to that (76%exo–24%endo) obtained in the autoxidation of exo- or endo-norbornylboranes, where there was independent evidence for a radical chain mechanism. The reaction of the Grignard reagent probably also follows a homolytic mechanism but a carbanion chain cannot be excluded. The kinetics of the epimerisation of endo-norborn-2-ylmagnesium bromide have been determined.Keywords
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