Multifunctional Dendrimer Formation Using Thiolactone Chemistry

N. Uğur Kaya, Filip E. Du Prez, Nezha Badi

Research output: Contribution to journalArticleScientificpeer-review

10 Citations (Scopus)

Abstract

Thiolactone chemistry is a powerful tool for the design of complex multifunctional architectures. In this study, this versatile click-inspired synthetic strategy is conducted to prepare multifunctional dendrimer-like structures. For this purpose, a thiolactone bearing an isocyanate function, prepared in multigram scale, is utilized for multiple step functionalization starting from a 4-arm star-shaped poly(ethylene glycol). Amine-thiol-acrylate conjugation is carried out in order to form the aforementioned structures. The efficient aminolysis of the thiolactone ring and the reaction of the generated thiol with the double bond of an acrylate derivative are completed in a one-pot procedure. The choice of the amine and/or acrylate derivatives can allow the introduction of different functional groups for each new generation, potentially leading to multivalent dendrimer-like structures. (Figure presented.).

Original languageEnglish
Article number1600575
JournalMacromolecular Chemistry and Physics
Volume218
Issue number18
DOIs
Publication statusPublished - Sep 2017
MoE publication typeA1 Journal article-refereed

Keywords

  • dendrimer
  • double end-group modification
  • multifunctional
  • star PEG
  • thiolactone chemistry

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