Novel pyridinium linkers for solid phase synthesis

This thesis describes the synthesis of novel pyridinium linkers for solid phase synthesis. In the first instance, Merrifield resins were employed to attach a pyridine substrate on which alkylation and arylation reactions were extensively studied. Reactions of this type were initially attempted in solution phase using pyridine and DMAP to act as the linker mimic. Successful results were obtained in both solution and solid phase. A variety of amine nucleophiles were investigated to study ring-opening reactions of the pyridinium ring. Amines were successfully isolated from solution phase reactions. Attempted cleavage reactions of solid-supported pyridinium compounds were less successful. [Continues.