Journal of the Chemical Society. Perkin transactions I p. 1346 - 1351 (1981)
Update date:2022-08-04
Topics:
Bastable, John W.
Dunkin, Ian R.
Hobson, John D.
Rates of solvolysis in aqueous ethanol and aqueous dioxan of three 2-exo-chloroazabicycloalkanes have been studied and first-order rare constants are derived and compared with published values for analogous compounds.Anchimeric assistance by the bridge N-atom is evidently not important in the rate-controlling step in these rearrangements, though it may occur to a minor extent in the case of 2-exo-chloro-7-methyl-7-azanorbornane.Solvolytic results for tropan-2β-yl toluene-p-sulphonate in aqueous ethanol and aqueous acetone mixtures are also reported and compared with literature data for the carbobicyclic and oxabicyclic analogues.
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