Regioselective C-S Bond Formation Accomplished by Regioselective C-F Substitution of Polyfluoroarenes with Substituted Thiophenols

The nucleophilic aromatic substitution reaction of pentafluorobenzene, methyl 2,3,4,5-tetrafluorobenzoic acid ester and 1,2,4,5-tetrafluorobenzene with substituted thiophenols showed good regioselectivity while pentafluorobenzene gave high yields. The computational results suggest that the specificity difference between polyfluorobenzenes originates from their electronic properties. Keywords: Polyfluorobenzene, thiophenol, SNAr, selective substution, Octafluoroanthracene, parylene, nickel, decarboxylative, thiophenols, atmosphere