Fast and convenient divergent synthesis of aliphatic ester dendrimers by anhydride coupling

H. Ihre, O. L. Padilla De Jesús, J. M.J. Fréchet*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

276 Scopus citations

Abstract

A novel divergent approach was developed for the synthesis of dendritic aliphatic polyester structures using an acetal-protected anhydride derivative of 2,2-bis(hydroxymethyl)propionic acid as the acylating agent. This divergent synthesis is remarkable, because unlike all others, it only requires a small excess of reagent to achieve quantitative growth, and it requires no means of purification other than a simple solvent extraction or precipitation. A monodisperse sixth generation dendrimer with molecular weight of 30 711 Dalton and 192 masked hydroxyl groups was prepared in high yield and purity using 1,1,1-tris(hydroxyphenyl)ethane as the core molecule. Linear and star-shaped poly(ethylene glycol) (PEG) derivatives of narrow polydispersity were also used as core molecules in the divergent synthesis of dendritic-linear copolymer hybrids up to the fourth generation without requiring any chromatographic purification.

Original languageEnglish (US)
Pages (from-to)5908-5917
Number of pages10
JournalJournal of the American Chemical Society
Volume123
Issue number25
DOIs
StatePublished - 2001
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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