Incorporation of functional guest molecules into an internally functionalizable dendrimer through olefin metathesis

Catherine O. Liang, Jean Frechet*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

34 Scopus citations

Abstract

A poly(aryl ether) dendrimer bearing 22 allyl groups throughout the interior of the molecule has been prepared using a convergent synthetic approach. The internal functionalities of this dendrimer can be used to attach small molecule guests to the interior of the dendrimer using olefin metathesis. A ruthenium-based Grubbs catalyst was used to covalently attach an allylated pyrene and imidazolidinone via cross-metathesis. The extent of coupling was estimated by UV, NMR, and elemental analysis data. The high tolerance of cross-metathesis to a range of functional groups enables the incorporation of a wide range of molecules and provides access to different inner environments in one step from a single source of dendrimer.

Original languageEnglish (US)
Pages (from-to)6276-6284
Number of pages9
JournalMacromolecules
Volume38
Issue number15
DOIs
StatePublished - Jul 26 2005

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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