The thermodynamics of the self-assembly of covalently linked oligomeric naphthalenediimides into helical organic nanotubes

Org Biomol Chem. 2014 Jan 28;12(4):607-14. doi: 10.1039/c3ob41761a.

Abstract

The mechanism and thermodynamic functions of the self-assembly of a family of covalently linked oligomeric naphthalenediimides (NDIs) were investigated through variable-temperature NMR and CD studies. The NDIs were shown to self-assemble into helical supramolecular nanotubes via an isodesmic polymerisation mechanism, and regardless of the oligomer length a surprising entropy-enthalpy compensation was observed.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry
  • Imides / chemical synthesis
  • Imides / chemistry*
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry
  • Models, Molecular
  • Molecular Structure
  • Nanotubes / chemistry*
  • Naphthalenes / chemical synthesis
  • Naphthalenes / chemistry*
  • Thermodynamics*

Substances

  • Amino Acids
  • Imides
  • Macromolecular Substances
  • Naphthalenes
  • naphthalenediimide