Polymerization and Telomerization of Chiral Acrylamides

Published

Journal Article

The acrylamide derived from Oppolzer's camphor sultam was polymerized and the resulting polymer was converted to poly (allyl acetate) through a reduction-acetylation sequence. The poly(allyl acetate) thus obtained was analyzed by NMR and was compared with authentically prepared isotactic as well as atactic poly (allyl acetate). The 13C NMR peaks were assigned at the tetrad level. It is concluded that the poly(allyl acetate) obtained from poly(camphor sultam acrylamide) has an isotacticity level as low as 54%. Telomerization studies indicated that this chiral auxiliary is unable to control stereochemistry for telomers with two or more monomers incorporated. A model is proposed to account for the low selectivity in these polymerizations. © 1994, American Chemical Society. All rights reserved.

Full Text

Duke Authors

Cited Authors

  • Wu, WX; McPhail, AT; Porter, NA

Published Date

  • March 1, 1994

Published In

Volume / Issue

  • 59 / 6

Start / End Page

  • 1302 - 1308

Electronic International Standard Serial Number (EISSN)

  • 1520-6904

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo00085a017

Citation Source

  • Scopus