Aryl fluoride syntheses involving reactions of aryllead triacetates with boron trifluoride-diethyl ether complex

Article abstract of DOI:10.1016/S0040-4020(01)88032-7

Aryllead(IV) triacetates react at room temperature with BF₃.Et₂O to give the corresponding aryl fluoride in moderate to good yields; triarylboroxines, electron rich aryltrimethylsilanes and some arenes, which yield aryllead triacetates in acid catalysed reactions with lead tetraacetate, are converted directly into aryl fluorides when stirred with lead tetraacetate in BF₃.Et₂O. An investigation of the mechanism of the fluoro-deplumbation reaction indicates that it probably proceeds by acid catalysed heterolytic cleavage of the C-Pb bond to produce an aryl cation.