Abstract
Poly(iodostyrene) was prepared at 90% functionalization by reaction of mercuric trifluoroacetate with 2% crosslinked polystyrene beads followed by treatment of the mercurated resin with one equivalent of iodine in refluxing THF. The iodated polymer yielded a polymeric reagent with 65% of the theoretical activity of poly(iodoxystyrene) upon reaction with three equivalents of peracetic acid. The activated reagent can used for the oxidation of aromatic hydrocarbons to quinones, aromatic acetylenes to dicarbonyls, and sulfides to sulfoxides in fair to good yields. The major advantage of the polymeric reagent is that the spent reagent can be removed from the reaction medium by filtration.
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