Polymeric Reagents. II. Synthesis and Applications of Crosslinked Poly(vinylpyridinium Hydrobromide Perbromide) Resins

Crosslinked bead polymers containing vinylpyridine units were prepared by pearl copolymerization of monomer mixtures containing various percentagesof 4-vinylpyridine, styrene, and di-vinylbenzene. The polymers were functionalized by reaction with hydrogen bromide and bromine, and the resulting poly-(vinylpyridinium hydrobromide perbromide) resins, which were stable for long periods of time, were used to brominate a number of alkenes and ketones. In most cases, the brominated products were obtained in excellent yields and could be separated from the polymeric by-product by a simple filtration. The polymeric reagent could be fully regenerated after use without loss of activity.