Summary
Asymmetric anionic polymerizations of achiral N- substituted maleimide (RMI) (N− cyclohexyl (CHMI), N-phenyl (PhMI), N-tert- butyl (TBMI)) by n-butyllithium (n-BuLi) or fluorenyllithium (FILi) complexes of chiral bisoxazoline derivatives in toluene gave optically active polymers ([α] 25435 −2.9° to −8.2°). The polymers prerared with initiator of n-BuLi-2,2′-bis(4,4′-isopropyl-l,3-oxazoline) showed negative specific rotations (poly(RMI), [α] 25435 − 5.8° to −8.2°) which were greater than those ([α] 25435 −2.9° to −5.9°) with other chiral 2,2′-bis(4,4′-alkyl-l,3-oxazoline) (alkyl group = iso-butyl and benzyl).
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Onimura, K., Tsutsumi, H. & Oishi, T. Asymmetric polymerization of N-substituted maleimides with organolithium — bisoxazolines complex. Polymer Bulletin 39, 437–444 (1997). https://doi.org/10.1007/s002890050170
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DOI: https://doi.org/10.1007/s002890050170