Rd. Chambers et al., ELEMENTAL FLUORINE .4. USE OF ELEMENTAL FLUORINE FOR THE HALOGENATIONOF AROMATICS, Journal of the Chemical Society. Perkin transactions. I, (14), 1996, pp. 1659-1664
New methodolgy for direct iodination of benzenoid compounds has been d
eveloped; the aromatic substrate is simply mixed with iodine and sulfu
ric acid, suspended in an inert medium, such as 1,1,2-trichlorotrifluo
roethane (CF2ClCFCl2) or perfluorocarbon, and elemental fluorine is pa
ssed through the system at room temperature, High conversions to iodoa
rormatic products occur, even with some deactivated systems, e.g. nitr
obenzene. A very powerful brominating system is produced using the ana
lagous methodology.