Abstract

Homopolymerizations of non-chiral N-substituted maleimide (RMI, N-substituent(R)=N-n-propyl, N-isopropyl, N-n-butyl, N-isobutyl, N-s-butyl, N-t-butyl, N-cyclohexyl (CHMI), N-benzyl, N-phenyl, N-1-naphthyl, and N-2-fluorenyl) were performed with n-butyllithium (n-BuLi)/(−)-sparteine (Sp) in toluene to obtain chiral homopolymers with considerably high specific rotation. The specific rotation [α]D and mean residue ellipticity for CHMI polymer were the largest in the polymers ([α]D=ca. −40°C in CHCl3). The polymerization of CHMI and the chiroptical property of the polymers were investigated in detail. Optical rotation could be attributed to a threo-diisotactic structure of RMI polymer main chains.

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