Accelerated Growth of Dendrimers via Thiol-Ene and Esterification Reactions
2010 (English)In: Macromolecules, ISSN 0024-9297, E-ISSN 1520-5835, Vol. 43, no 14, 6004-6013 p.Article in journal (Refereed) Published
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 CD2 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.
Place, publisher, year, edition, pages
2010. Vol. 43, no 14, 6004-6013 p.
CLICK-CHEMISTRY, 2, 2-BIS(HYDROXYMETHYL)PROPIONIC ACID, DENDRITIC MACROMOLECULES, CONVERGENT APPROACH, RAPID SYNTHESIS, DENDRONS, POLYMERS, STRATEGY, EFFICIENT, LIGATION
IdentifiersURN: urn:nbn:se:kth:diva-29458DOI: 10.1021/ma1009935ISI: 000280053000016ScopusID: 2-s2.0-77955320844OAI: oai:DiVA.org:kth-29458DiVA: diva2:395982
FunderSwedish Research Council, 2008/5609Swedish Research Council, 2006-3617
QC 201102082011-02-082011-02-022011-02-08Bibliographically approved