Abstract
A new class of polymeric catalysts based on 4-(diallyl-amino)pyridine (DAAP) is described. Cyclopolymerization of DAAP yields a polymer whose monomer units are identical to 4-(pyrrolidino)pyridine (PPY), one of the most effective catalysts for nucleophilic substitution reactions. The homopolymer of DAAP proved to be more effective than PPY and DMAP [4-(dimethylamino)pyridine] in the hydrolysis of esters like pnitrophenyl caproate. Copolymerization of DAAP with vinyl monomers of cationic, anionic and neutral character was found to yield catalysts that are even more reactive than the homopolymer when the rate is referred to the number of catalytic units actually present. The catalysis of the esterification of linalool was also investigated. Most of the copolymers investigated displayed lower activity than DMAP. However, catalytic activity similar to DMAP was observed for certain compositions of DAAP-DMAM copolymers.
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