Structurally diverse dendritic libraries: A highly efficient functionalization approach using click chemistry

Michael Malkoch, Kristin Schleicher, Eric Drockenmuller, Craig J. Hawker, Thomas P. Russell, Peng Wu, Valery V. Fokin

Research output: Contribution to journalArticle

354 Citations (Scopus)

Abstract

The high fidelity and efficiency of Click chemistry are exploited in the synthesis of a library of chain end functionalized dendritic macromolecules. In this example, the selectivity of the Cu-catalyzed [3 + 2π] cycloaddition reaction of azides with terminal acetylenes, coupled with mild reaction conditions, permits unprecedented functional group tolerance during the derivatization of dendrimeric and hyperbranched scaffolds. The resulting dendritic libraries are structurally diverse, encompassing a variety of backbones/surface functional groups, and are prepared in almost quantitative yields under very mild conditions. The robust and simple nature of this procedure, combined with its applicability to many aspects of polymer synthesis and materials chemistry, demonstrates an evolving synergy between advanced organic chemistry and functional materials.

Original languageEnglish
Pages (from-to)3663-3678
Number of pages16
JournalMacromolecules
Volume38
Issue number9
DOIs
Publication statusPublished - 3 May 2005
Externally publishedYes

ASJC Scopus subject areas

  • Materials Chemistry

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    Malkoch, M., Schleicher, K., Drockenmuller, E., Hawker, C. J., Russell, T. P., Wu, P., & Fokin, V. V. (2005). Structurally diverse dendritic libraries: A highly efficient functionalization approach using click chemistry. Macromolecules, 38(9), 3663-3678. https://doi.org/10.1021/ma047657f