Macromolecular Research, Vol.20, No.10, 1083-1087, October, 2012
Synthesis of Dendrimers via Staudinger/Aza-Wittig Reaction of Frechet-Type Dendritic Benzyl Azides and Frechet-Type Dendritic Benzaldehydes
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A synthetic strategy for dendrimers was developed using Staudinger/aza-Wittig reaction with an aldehyde and an azide in the presence of triphenylphosphine, followed by the reduction of imine intermediates. A fusion method between Frechet-type dendritic benzaldehydes and Frechet-type dendritic benzyl azides led to the formation of first-through fourth-generation dendrimers containing secondary amine as a connector in high yields. Further, fusion coupling using different generation dendrons afforded, efficiently, the unsymmetrical dendrimers. The obtained dendrimers were characterized by the analyses of 1H and 13C NMR spectroscopy, IR spectroscopy, mass spectra, and gel permeation chromatography (GPC) analysis.
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