Multifunctionalization of Dendrimers through Orthogonal Transformations

A straightforward methodology for the synthesis of multifunctionalized dendrimers that is based on an orthogonal functionalization strategy has been developed. Polyamide-based dendrimers that possess both a single aldehyde and a single azide moiety on their periphery have been synthesized by using a convergent synthetic strategy. These dendrimers can be functionalized quantitatively with small organic and biological molecules that contain hydrazide and/or alkyne groups in which each functional moiety is completely specific for its complementary motif. This orthogonal functionalization strategy has the potential to be used to synthesize multifunctional dendrimers for a variety of applications, which range from targeted biological delivery vehicles to optical materials.