$\pi$-Participation in Bicyclo [3.2.1]oct-6-en-2-yl Cation. $^{19}F$ NMR Spectroscopy as a Probe

$\pi$-Participation in Bicyclo [3.2.1]oct-6-en-2-yl Cation. $^{19}F$ NMR Spectroscopy as a Probe

p-Fluorophenyl bicyclo[3.2.l]oct-6-en-2-yl cation (3) prepared in $FSO_3H-SO_2-CIF$ solution at -90$^{\circ}$C and examined by fluorine-19 nmr spectroscopy. The nmr data give a clear evidence for the formation of a stabilized ${\pi}$-bridging cation species in superacids. The degree of ${\pi}$delocalization in this cation is found to be inferior to the onset of nonclassical stabilization in 2-norbornenyl cation.

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