POLY[N-(2-AMINOETHYL)ACRYLAMIDO]TRIETHYLAMMONIUM POLYHALIDE DERIVATIVES - PREPARATION AND SYNTHETIC APPLICATIONS

Poly[N-(2-aminoethyl)acrylamido]triethylammonium dichloroiodate, tetra chloroiodate, and dibromoiodate polyhalides were developed as a new cl ass of solid phase organic reagents. N,N'-methylenebisacrylamide cross linked polyacrylamide support was utilized to prepare the reagents. Th e utility of polyhalide reagents for the alpha-halogenation of carbony l compounds and oxidation of alcohols at various reaction conditions i s described. The reactivity of the polyhalide reagents increased consi derably in polar solvents and the optimum temperature for conducting t he reactions was 30 degrees C. Studies on halogenation and oxidation r eactions using differently crosslinked polyacrylamide-based polyhalide reagents revealed that the reactivity increased up to 10% crosslinkin g and decreased progressively on further increase in the degree of cro sslinking. (C) 1997 John Wiley & Sons, Inc.