
%0 Journal Article
%A Atwal, RK 
%A Bolton, R 
%T Nucleophilic Displacement in Polyhalogenoaromatic Compounds. XIII. Polyfluoroarene Systems
%J Australian Journal of Chemistry
%D 1987/02/01
%V 40
%N 2
%P 241-247
%K 
%R https://doi.org/10.1071/CH9870241
%U https://www.publish.csiro.au/paper/CH9870241 
%X Rate coefficients are reported for the methoxydefluorination of decafluoro-biphenyl and -phen-anthrene, of octafluoro-biphenylene, -naphthalene, -acenaphthylene, and -toluene, of 4H- heptafluorotoluene and the 4-bromo and 4-phenyl analogues, and of tetradecafluoro-4,4'- dimethylbiphenyl in methanol at 298 K. These rates are compared with theoretically calculated reactivities; none give perfect correlation. The orientation of nucleophilic attack upon polyfluorinated aromatic systems may be simply understood by considering each aromatic ring to act as a single entity and neglecting the effects of the carbon substituents, so that the orientation of attack of each benzene ring is the same as that of the corresponding polyfluorobenzene. 
