Synthesis of Stereoregular Reactive Polymers and Sequence-controlled Click Reaction Thereof

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Cu(I)-mediated click reaction of alkyne and azide was applied for the synthesis of stereoregular polymer derivatives from anionically prepared stereoregular poly(propargyl methacrylate). From H-1 NMR analysis of the partially modified polymers, the click reaction along the polymer side groups was found to be strongly affected by the type of added amines ; strongly coordinative triamines promotes random introduction of the triazole units, while weakly coordinating monoamines formed blocky sequence due to the Anchimeric assistance effect(neighboring effect) by the preformed triazole units in the side groups which efficiently activate Cu(I) species. This difference also affects the click grafting reaction, click star polymer formation, and click crosslinking reaction, revealing the utility of added amine in the controlled click reaction of polymers.