| Abstract: | Poly[N-(2-aminoethyl)acrylamido]triethylammonium dichloroiodate, tetrachloroiodate, and dibromoiodate polyhalides were developed as a new class of solid phase organic reagents. N,N′-methylenebisacrylamide crosslinked polyacrylamide support was utilized to prepare the reagents. The utility of polyhalide reagents for the α-halogenation of carbonyl compounds and oxidation of alcohols at various reaction conditions is described. The reactivity of the polyhalide reagents increased considerably in polar solvents and the optimum temperature for conducting the reactions was 30°C. Studies on halogenation and oxidation reactions using differently crosslinked polyacrylamide-based polyhalide reagents revealed that the reactivity increased up to 10% crosslinking and decreased progressively on further increase in the degree of crosslinking. © 1997 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 35: 1413–1421, 1997 |
