The preparation and rearrangements of some 8,8-dimethylhomotropylium cations and their iron tricarbonyl complexes

The circumambulatory rearrangements of some 8,8-dimethylhomotropylium cations and their corresponding iron tricarbonyl complexes have been examined. 8,8-Dimethylhomotropylium cation, 4, has been prepared by protonation of 8,8-dimethyl-bicyclo[5.1.0]octa-3,5-dien-2-ol in FSO 3 H/SO 2 ClF. Evidence for homoaromatic delocalization in 4 was found in its characteristic 1 H nmr spectrum, particularly when this was compared to that of the …