Abstract
Ethyl α-[(allyloxy)methyl]acrylate and allyl α-(hydroxymethyl)acrylate were synthesized and polymerized. The allyl ether was found to undergo virtually complete cyclopolymerization in solution and in bulk. Ring size was determibed using the two-dimensional INADEQUATE NMR method. 13 C solution NMR spectral characterization gives well-defined chemical shift differences for cis and trans isomers, which can be explained by γ-gauche shielding for carbons in or next to the polymer backbone. Two dimensional INADEQUATE analysis conclusively confirms monomer cyclization exclusively to five membered rings with a ratio of trans to cis ring configurations in the polymer backbone of approximately 2.2
Published Version
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