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| - Free-Radical Polymerization and Copolymerization ofAcrylimides: Homopolymers of Oxazolidinone Acrylimide andControl of 1,5-Stereochemistry in Copolymers Derived fromIsobutylene and an Oxazolidinone Acrylimide
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| - The polymerization and copolymerization of N-acryloyl imides was investigated. Thus, Lewis acidswere used to control the free-radical copolymerization of N-acryloyl imides derived from oxazolidinones and isobutylene. Complexation of an appropriate Lewis acid (Sc(OTf)3) to acrylimides ofachiral and chiral oxazolidinone auxiliaries allowed the preparation of alternating 1:1 copolymersas determined from integration of the copolymer 1H NMR spectra. Highly isotactic copolymers weremade when chiral oxazolidinones were used as starting material if Lewis acid was present in thereaction. NMR analysis (1H and 13C) of the copolymers showed that the m/r dyad ratio was inexcess of 95:5 for some of the chiral acrylimides. Homopolymerization of the parent achiralacrylamide was also carried out. NMR analysis of the homopolymer showed a temperature-dependent preference for the r dyad with a m/r dyad ratio as low as 0.25 in polymerizations carriedout at −78 °C.
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