Synthèse des résines thiazoliques hydroperbromées et leur apllication dans la bromation des substrats organiques insaturés et polyfonctionnels
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Aix-Marseille 3Disciplines:
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Abstract EN:
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Abstract FR:
Dans ce memoire, nous rapportons la synthese et la reactivite de quelques resines thiazoliques hydrotribromees. Deux procedes de preparation de ces macromolecules ont ete suivis: 1) condensation d'un derive thiazolique halogene sur un copolystyrene diversement fonctionnalise via des echanges halogene-lithium; 2) copolymerisation radicalaire du 2-methyl-4-vinyl or 4-methyl-5-vinyl-1,3-thiazole. The copolymerization of 4-methyl-5-vinyl-1,3-thiazole, with styrene and divinylbenzene, was submitted to a simplex optimization strategy and the resins solubility was modelized by a scheffe mathematic model. These polymers were, then functionalized by reaction with hydrogen bromide and bromine, and the resulting hydroperbrominated products (45% br/g resin) were found to be very easy to handle, stable and useful for the bromination of alkenes, ketones and other unsaturated organic compounds. We succeeded in the regeneration of these polymeric brominating reagents and noticed that their efficiency was maintained after several reactionnal cycles