Base-catalyzed polymerization of some unsaturated amides containing non-conjugated double bonds

✍ Scribed by M. Ragazzini; A. Vandi; F. Campadelli

• Book ID: 103071089
• Publisher: Elsevier Science
• Year: 1970
• Tongue: English
• Weight: 423 KB
• Volume: 6
• Category: Article
• ISSN: 0014-3057
• DOI: 10.1016/0014-3057(70)90065-0

✦ Synopsis

The results of studies concerning the base catalyzed polymerization of 3-butenamide, 4pentenamide, and 5-hexenamide are reported.

The results confirm that the anionic polymerization of 3-butenamide gives poly(2-methyl-~-alanine) through isomerization of allyl goup and proton transfer from amide group as already reported by Nakayama et aL

The anionic polymerization of 4-pentenamide occurs in the presence of DMSO and gives poly(2ethyl-13-alanine) through isomerization of 4-pentenamide to ~-ethylacrylamide (or its unstable intermediate) and subsequent hydrogen shift polymerization.

The isomerization of 4-pentenamide is independent of proton transfer reaction from amide ~oup. 5-Hexenamide, under the same conditions as for 4-pentenamide, does not polymerize.