Abstract
Insoluble polymer-bound nucleophilic reagents derived from poly(vinylbenzyltriphenylphosphonium chloride) have been prepared by treatment with the sodium salts of carboxylic acids, benzenesulphinic acid and phenols. These reagents were used for the synthesis of carboxylic acid esters, sulphones and C/O-alkylation of phenols by reactions with alkyl halides. In addition to the ease and simplicity of the method and regeneration of the polymeric by-product, the polymeric reagent seems to increase the nucleophilicity of the anions. The products were obtained in higher yields than those for the corresponding polymeric phase transfer catalyst which need long reaction time and gave no satisfactory yields especially in non-polar solvents.
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