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Bromination of organic molecules with polymer-supported bromine complexes
Zupan, Marko, 1947- ; Šegatin, Nataša
Three types of bromine complexes with various polymers bearing basic units (pyridine, piperidine and piperazine) were investigated and the role of polymer matrices on reactivity was tested by three ...types of organic reactions: electrophilic addition, aromatic substitution and radical substitution. Pyridine complex (1a) was most reactive in all three types of reactions, while immobilisation of bromine to polymers bearing more basic units resulted in much less reactive complexes; in the reaction with 1,1-diphenylethylene reactivity was diminished to 29% of that with (1a), when piperidine complex (1b) was used, while only 11% of that of (1a) was achieved with poperazine complex (1c) in methanol. An even greater reduction in reactivity was found in the reaction with anisole where (1b) was 9% and (1c) only 1% as reactive as (1a). Exclusive side chain bromination was observed in the reactions of bromine complexes (1a), (1b) and (1c) in carbon tetrachloride in presence of dibenzoyl peroxide at 77°C with toluene and strong reduction of the reagent reactivity was established.
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