Journal
MACROMOLECULES
Volume 43, Issue 14, Pages 6004-6013Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ma1009935
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Funding
- NSF [CHE-0514031, DMR-0520415]
- UC Regents for a President's Fellowship
- Bengt Lundqvists Minnesfond
- Willhelm Beckers Jubileumsfond
- Swedish Research Council (VR) [2008/5609, 2006-3617]
- Instituto de Salud Carlos III
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By taking advantage of the orthogonal nature of thiol-ene coupling and anhydride based esterification reactions, a facile and chemoselective strategy to dendritic macromolecules has been developed The ability to interchange growth steps based on thiol-ene and anhydride chemistry allows the synthesis of fifth-generation dendrimers in only five steps and under benign reaction conditions In addition, the presented coupling chemistries eliminate the traditional need for protection/deprotection steps and afford dendrimers in high yield and purity The modularity of this strategy coupled with the latent reactivity of the alkene/hydroxyl chain ends was demonstrated by using different cores (alkene and hydroxyl functional), various AB(2) and CD(2) monomers and a range of chain end groups As a result, three dendritic libraries were prepared which exhibited tunability of both the chemical functionality and physical properties including the fabrication of PEG hydrogels
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