PREPARATION AND SYNTHETIC APPLICATION OF POLY(4-VINYLPYRIDINE) BASED RESINS WITH BOUND NUCLEOPHILIC-REAGENTS

Insoluble polymer-bound nucleophilic reagents were prepared by modification of crosslinked poly(4-vinylpyridine), poly(4-vinylpyridine-co-styrene) and poly(4-vinylpyridine-co-methyl methacrylate) with n-butyl bromide and subsequent reaction with the sodium salts of carboxylic acids and sodium-beta-naphthoxide. These reagents were used for the preparation of carboxylic acid esters by their reactions with alkyl halide and alkylation of beta-naphthoxide with benzyl chloride. The products were obtained in high yields and the polymer by-products could be regenerated and re-used with some loss of activity. The product distribution of C/O-alkylation of beta-naphthoxide was found to be affected by the nature of the micro-environment.