SELECTIVE RING-OPENING POLYMERIZATION OF 1, 4-ANHYDRO-2, 3-O-CYCLOHEXYLIDENE-α-D-RIBOPYRANOSE AND COPOLYMERIZATION OF 1, 4-ANHYDRO-2, 3-O-CYCLOHEXYLIDENE-α-D-RIBOPYRANOSE WITH 1, 4-ANHYDRO-2, 3-O-BENZYLIDENE-α-D-RIBOPYRANOSE

Abstract

The cationic ring-opening polymerization of 1, 4-anhydro-2, 3-O-cyclohexylidene-α-D-ribopyranose (ACRP) gave stereoregular polysaccharide derivatives, that is, 2, 3-O-cyclohexylidene-(1→4)-β-D-ribopyranan with antimony pentachloride as catalyst in methylene chloride at low temperature. ACRP is the third 1, 4-anhydro sugar that can give the cellulose-type polysaccharide derivative. In addition, copolymerization of 1, 4-anhydro-2, 3-O-cyclohexylidene-α-D-ribopyranose with 1, 4-anhydro-2, 3-O-benzylidene-α-D-ribopyranose (ABRP) was attempted using antimony pentachloride as catalyst, revealing that (1→4)-β-linked stereoregular polysaccharide derivatives were obtained. Analysis of the structure of polymers was performed by ¹³C and ¹H NMR spectroscopy and optical rotation.