Dendron-polymer conjugates via the diels-alder "click" reaction of novel anthracene-based dendrons

Diblock and triblock dendron-polymer conjugates containing biodegradable polyester dendron blocks and polyethylene glycol (PEG) polymer were synthesized using the Diels-Alder click cycloaddition reaction. PEG polymers with furan-protected maleimide functionality were synthesized and reacted with biodegradable polyester dendrons containing an anthracene moiety at their focal point. First through third generations of biodegradable polyester dendrons containing an anthracene unit at their focal point were synthesized using a divergent strategy. Efficient conjugation of the dendrons to polymers was demonstrated using 1HNMR and size exclusion chromatography. This modular approach provides an easy access to the design of multivalent PEG conjugates. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 3191-3201