On the nature of charge distribution in the 2,4-diphenylbicyclo[3.2.1]oct-6-en-3-one dianion. 13C n.m.r. vs. stability data
Abstract
Whereas the 13C n.m.r. spectrum of the 2,4-diphenylbicyclo[3.2.1]oct-6-en-3-one dianion (1) displayed a number of features suggestive of long range π-interactions, its stability was found to be only slightly higher than that of its 6,7-dihydro analogue (4) thereby ruling out the possibility that homoaromaticity plays an important role in the stabilization of this species.