Abstract: Degenerate rearrangements in I3C-and in 2H-labeled nortricyclyl cations are studied with NMR spectroscopy. Label scrambling is detected below 0 OC and results from the combination of three distinct processes. Molecular framework reorganization via the intermediate bicyclo [3.1. l] heptenyl cation, a 3, 2-hydride shift (within the norbomenyl cation framework), and a 3, 5-hydride shift are the proposed mechanisms responsible for label ...
