Polystyrene‐bound dioxirane containing a five‐methylene spacer arm between the polymer matrix and reagent function has been prepared and investigated as a new class of recyclable oxidising reagent for various organic substrates. The new reagent was found to oxidise alkenes to epoxides, pyridines to N‐oxides and amines to nitro compounds in near‐quantitative yields. The spent reagent could be regenerated to the dioxirane resin by a simple reaction without considerable loss in reactivity.
A crosslinked polystyrene-supported solid phase analog of isoxazolinium permanganate was prepared and used as a recyclable oxidizing reagent. The reagent was prepared by a series of polymer-analogous reactions starting from styrene-divinyl benzene (DVB) and styrene-ethyleneglycol dimethacrylate (EGDMA) (2%) crosslinked polymer. The reagent was found to oxidize alcohols to carbonyl compounds in nearquantitative yield. The EGDMA crosslinked polystyrene-supported isoxazolinium permanganate was found to be more efficient in terms of capacity, reaction time, and product yield. The spent polymeric reagent after the oxidation step can be easily removed by filtration and can be regenerated and reused several times.
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