Esterification reactions on syndiotactic poly(methallylalcohol)

Abstract

Syndiotactic poly(methallyl alcohol) was esterified with selected carboxylic acids under complete conversion to the corresponding homopolymers. Reactions were carried out in HBr-acetic acid to yield acetate; with pivaloyl chloride or phthalic anhydride to obtain pivalate and acid phthalate, respectively, as well as with the N-protected amino acids, N-phthaloyl-glycine, N-phthaloyl-L-phenylalanine or N-carbobenzoxy-L-tryptophane in the presence of dicyclohexylcarbodiimide (DCC) or 1-ethoxycarbonyl-2-ethoxy-1.2-dihydroquinoline (EEDQ) to yield N-protected amino acid ester side chains. Conversion and structure of the polymers were confirmed by 1H- and 13C-NMR spectra.