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N-Alkylated Aromatic Poly- and Oligoamides.

Ayman Akhdar1, Arnaud Gautier1, Thomas Hjelmgaard2

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N-alkylated aromatic polyamides and oligoamides are abiotic foldamers lacking hydrogen bonds. Alkylation enhances chemical diversity but modifies folding properties, impacting their structure and applications.

Keywords:
aromatic oligoamidesconformational preferencesfoldamershelical structuresproteomimetics

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Area of Science:

  • Polymer Chemistry
  • Supramolecular Chemistry
  • Materials Science

Background:

  • N-alkylated aromatic poly- and oligoamides are abiotic foldamers.
  • These molecules lack intramolecular hydrogen-bonding networks for structural stabilization.
  • Backbone amide nitrogen alkylation increases chemical diversity.

Purpose of the Study:

  • To review N-alkylated aromatic poly- and oligoamides.
  • To highlight representative members and their synthesis.
  • To discuss their foldameric properties, applications, and future prospects.

Main Methods:

  • Review of synthetic pathways for N-alkylated aromatic polyamides and oligoamides.
  • Discussion of foldameric properties based on N,N-disubstituted amide nature and conformational preferences.
  • Analysis of reported applications and future outlook.

Main Results:

  • N-alkylation significantly alters the folding behavior of aromatic poly- and oligoamides.
  • Diverse structures like N-alkylated phenylene terephthalamides and benzanilides are discussed.
  • Synthetic routes yield polymers with varying molecular weights and specific oligoamide sequences.

Conclusions:

  • N-alkylated aromatic polyamides and oligoamides offer unique structural and chemical properties.
  • Understanding their synthesis and folding is crucial for developing new applications.
  • The field holds promise for novel materials and functional foldamers.