SYNTHESIS OF END-FUNCTIONALIZED POLYMERS BY MEANS OF LIVING ANIONIC-POLYMERIZATION - 9 - SYNTHESIS OF WELL-DEFINED END-FUNCTIONALIZED POLYMERS WITH ONE, 2, 3, OR 4 MONOSACCHARIDE RESIDUES

Well-defined end-functionalized polystyrenes and polyisoprenes with mo nosaccharide residues were synthesized by the termination reactions of the anionic living polymer of styrene or isoprene with benzyl chlorid e derivatives containing acetal-protected glucofuranose (1), fructopyr anose (2), galactopyranose (3), and sorbofuranose (4). Furthermore, no vel well-defined end-functionalized polymers with two, three, and four monosaccharide residues were successfully synthesized by reacting pol ystyryllithium with lpha-D-glucofuranose-O-3-yl]methyl]phenyl]ethylene (5), followed by treating with methanol, 1 (or 3), and the octyliodid e containing two acetal-protected glucofuranoses (6), respectively. Th e end-functionalized polystyrenes with one and two glucose residues th us synthesized were found by static light scattering measurements to f orm reverse micelles in cyclohexane by aggregating several polymer cha ins.