A Kinetic Study of a Homodienyl-[1,5]-Hydrogen Shift in a Vinylaziridine: J. Phys. Org. Chem. (1996) 9, 623

David Ackland Tanner, Anita Hussenius, Peter Somfai

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    Abstract

    The thermal rearrangement of an N-substituted vinylaziridine to the corresponding Z-allylic amine, i.e. a homodienyl-[1,5]-hydrogen shift was studied at various temperatures in the reange 40 90 oC, and NMR spectroscopy was used to follow the reactiuon. The activation enthalpiies and entropies measured clearly indicate a concerted mechanism for the rearrangement, via a cyclic transition state.
    Original languageEnglish
    JournalJ. Phys. Org. Chem.
    Volume9
    Pages (from-to)623-625
    Publication statusPublished - 1996

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