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A self-complexing and self-assembling pillar[5]arene.

Nathan L Strutt1, Huacheng Zhang, Marc A Giesener

  • 1Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208-3113, USA.

Chemical Communications (Cambridge, England)
|December 22, 2011
PubMed
Summary
This summary is machine-generated.

A novel pillararene derivative self-assembles into supramolecular polymers and organogels in solution. This concentration-dependent self-complexation behavior is key to forming these advanced materials.

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Area of Science:

  • Supramolecular Chemistry
  • Polymer Science
  • Materials Science

Background:

  • Pillar[5]arenes are macrocyclic hosts with tunable properties.
  • Viologen units are redox-active guests capable of forming charge-transfer complexes.
  • Self-complexation is a key phenomenon in the formation of supramolecular architectures.

Purpose of the Study:

  • To investigate the self-assembly behavior of a monofunctionalised pillar[5]arene derivative with a viologen side chain.
  • To explore the formation of supramolecular polymers and organogels from this derivative.
  • To understand the concentration-dependent self-complexation mechanism.

Main Methods:

  • Synthesis of the monofunctionalised pillar[5]arene derivative.
  • Solution-phase studies using techniques like NMR spectroscopy and UV-Vis spectroscopy.
  • Concentration-dependent rheological measurements to characterize gel formation.

Main Results:

  • The pillar[5]arene derivative exhibits concentration-dependent self-complexation in dichloromethane.
  • Supramolecular daisy chain polymers are formed at intermediate concentrations.
  • Organogels are formed at higher concentrations (above 100 mM).

Conclusions:

  • Monofunctionalised pillar[5]arenes with viologen side chains can self-assemble into complex supramolecular structures.
  • The observed self-complexation is a powerful strategy for creating stimuli-responsive materials like organogels.
  • This work demonstrates a facile route to tunable supramolecular materials from simple building blocks.