Abstract
A kind of N-substituted maleimide (RMI), chiral (S)-(−)-N-maleoyl-L-valine methyl ester ((S)-(−)-MVMI) was synthesized successfully from L-valine and maleic anhydride with a specific rotation of [α]435 = −102.2°. The polymers of high specific rotations of [α]435 = −340.4° and [α]435 = −292.2° were obtained by the asymmetric anionic polymerizations of (S)-(−)-MVMI with diethylzinc (Et2Zn)/(S,S)-(1-ethylpropylidene)bis(4-benzyl-2-oxazoline) ((S,S)-Bnbox) (1.0/1.2) and Et2Zn/(−)-sparteine (Sp) (1.0/1.2) initiators, respectively. Asymmetric inductions in the main chains of polymers with threo-diisotactic structures were investigated by the measurements of gel permeation chromatography (GPC), circular dichroisms (CD), and 13C NMR.
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Zhang, Y., Onimura, K., Tsutsumi, H. et al. Asymmetric Anionic Polymerization of (S)-(−)-N-Maleoyl-L-Valine Methyl Ester. Polym J 36, 878–887 (2004). https://doi.org/10.1295/polymj.36.878
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DOI: https://doi.org/10.1295/polymj.36.878
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