Polymerization and Telomerization of Chiral Acrylamides

Journal Article (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 C 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. 13

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