STABLE CARBOCATIONS. PART 21. INTRA-IONIC PROTON TRANSFER IN ELECTROPHILIC CYCLISATION OF 3-FERROCENYL-1-PHENYLPROPEN-1-YL CATION

Article abstract of DOI:10.1016/S0022-328X(00)83516-0

The spontaneous conversion of the title cation into the 1-phenyl<3>(1,2)ferrocenophan-1-yl cation proceeds by intra-ionic 1,3-shift of a cyclopentadienyl α-ring proton to C(2) of the homoannular bridge; the latter cation undergoes deprotonation by stereospecific loss of the exo-proton adjacent to C⁺.