Degenerate rearrangements of 1H- and L-CHLORO-(1,2),(3,4),(5,6)-tripropanobenzenonium carbocations: Unexpected differences in the behavior of the migrants

The authors attempt to clarify whether the free energy values of the degenerate 1,2-shifts of the same migrants in the beta-type ions of arenonium containing a cyclic polymethylene fragment of C /SUB alpha/ and C /SUB beta/ satisfy the activation free energies of degenerate 1,2 hydrogen and chlorine atom shifts in the ions to the chemical shift of the carbonium center in the C 13 NMR spectra. For this purpose the authors studied the rearrangement of 1-R-(1,2), (3,4), (5,6)-tripropanobenzenonium cations.