Abstract

A series of m-phenylene ethynylene (mPE) foldamers were crosslinked in their helical conformation using a reductive amination-based strategy. This was accomplished by placing aldehyde moieties in the backbone of the oligomer at specific residues, which allowed a diamine crosslinker to cova-lently link the helical loops together. Three different foldamers with crosslinks placed at different locations in the backbone were synthesized and characterized by mass spectrometry, 1H NMR, and gel permeation chromatography. The effect of the crosslinking on the stability of the folded state was evaluated through solvent denaturation studies. These studies show a reduction in the oligomer's ability to unfold of up to 30% relative to an unmodified mPE oligomer of the same length in solvents that promote unfolding.

Original languageEnglish (US)
Pages (from-to)927-935
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume48
Issue number4
DOIs
StatePublished - Feb 15 2010

Keywords

  • Crosslinking
  • Oligomers
  • Self-organization
  • Supra-molecular structures

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

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