Syntheses and reactions of optically active polymers. II. Preparations of optically active polymers containing quinine,L-ephedrine,and L-histidine residues and their reactions with α-cyanoethylaquocobaloxime

Preparations of polymers with bis(dimethylglyoximato)cobalt (cobaloxime) were investigated. 4-Vinylpyridine was reacted with α-cyanoethylaquocobaloxime to produce α-cyanoethyl-4-vinylpyridinatocobaloxime (I) in 72% yield. It did not, however, polymerize by the use of azobisisobutyronitrile (AIBN) as an initiator. Polymers containing α-cyanoethylcobaloxime were obtained by reactions of polymers with α-cyanoethylaquocobaloxime (II). Poly(9-O-methacryloylquinine) (III), poly(O-methacryloyl-N-methyl-L -ephedrine) (IV), polyN^α-(o-vinylbenzyl)-L -histidine] (V), and poly(4-vinylpyridine) (VI) were prepared and used in these reactions. Polymers V and VI were reacted with II to give polymers X, XI, XII, and XIII containing α-cyanoethylcobaloxime.