Polymer-bound thiamine models. IV. A simple synthetic route to immobilize a thiazolium salt to macroreticular polystyrene resins via a dimethylene spacer

Abstract

A simple and efficient method for immobilization of thiazolium salts on macroporous polystyrene (PS) supports via a dimethylene spacer arm is described. This method involves selective anti-Markovnikov addition of hydrogen bromide to pendent unreacted vinyl groups, which are always present on this class of polymer supports. The relative catalytic activities of the synthesized spacer-immobilized thiazolium salts with respect to low molar mass models in the benzoin condensation reaction were twice that of a thiazolium salt which was immobilized to macroporous polystyrene by means of the chloromethylation reaction.