Synthesis of fluoroalkyl end-capped co-oligomers containing 8-hydroxyquinolyl segments and application to oligomer-catalyzed solvolysis reactions

摘要

New fluoroalkyl end-capped co-oligomers containing 8-hydroxyquinolyl segments were prepared by the reactions of fluoroalkyl end-capped co-oligomers bearing isocyanato groups. The solvolysis of p-nitrophenyl propaonate (PNP) in the presence of these fluorinated cooligomers and the corresponding-co-oligomers was investigated in 3:1(v/v)aqueous methanol buffer solutoin (0.05 M phosphate, pH 9.2) at 30deg C. A large rate enhancement was observed in the presence of the fluorinated co-oligomers for the solvolysis of PNP as compared with te corresponding non-fluorinated co-oligomers. Therefore, these fluoroalkyl end-capped co-oligomers are of particular interest as new fluorinated biomimetic systems for enzyme catalysts.