Synthesis and properties of polyaromatic dendrimers possessing a repetitive amide-ester coupling sequence

Barbara Romagnoli, Peter R. Ashton, Laurence M. Harwood, Douglas Philp, David W. Price, Melanja H. Smith, Wayne Hayes*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

A series of novel polyaromatic dendrimers that feature tris-(2-ethylamino)amine as the central core unit has been synthesized up to the third generation by employing a convergent growth strategy. The building blocks 1,3-diamino-2-hydroxypropane and 4-carboxybenzaldehyde were used for dendron construction, a process that involved the cyclic repetition of esterification, oxidation and selective amidation steps. Molecular modelling of this class of dendrimers has been used to predict potential solution state conformations employing molecular mechanics and molecular dynamic simulations. In addition, the results of preliminary metal binding studies using the first generation dendritic system are also outlined.

Original languageEnglish (US)
Pages (from-to)3975-3988
Number of pages14
JournalTetrahedron
Volume59
Issue number22
DOIs
StatePublished - May 26 2003

Keywords

  • Convergent synthesis
  • Dendrimer
  • Polyamide
  • Polyester

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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