A novel low-molecular-mass gelator with a redox active ferrocenyl group: tuning gel formation by oxidation

J Colloid Interface Sci. 2008 Feb 15;318(2):397-404. doi: 10.1016/j.jcis.2007.10.005. Epub 2007 Nov 19.

Abstract

A novel low-molecular-mass gelator containing a redox-active ferrocenyl group, cholesteryl glycinate ferrocenoylamide (CGF), was intentionally designed and prepared. It was demonstrated that the gelator gels 13 out of the 45 solvents tested. Scanning electron microscopy (SEM) measurements revealed that the gelator self-assembled into different supramolecular network structures in different gels. Chemical oxidation of the ferrocenyl residue resulted in phase transition of the gel from gel state to solution state. FTIR and (1)H NMR spectroscopy studies revealed that hydrogen bonding between the gelator molecules in the gel was one of the main driving forces for the formation of the gels.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Cerium / chemistry
  • Cholesterol / analogs & derivatives*
  • Cholesterol / chemical synthesis
  • Cholesterol / chemistry
  • Ferrous Compounds / chemical synthesis
  • Ferrous Compounds / chemistry*
  • Gels / chemical synthesis
  • Gels / chemistry*
  • Magnetic Resonance Spectroscopy / methods
  • Magnetic Resonance Spectroscopy / standards
  • Metallocenes
  • Microscopy, Electron, Scanning / methods
  • Molecular Weight
  • Nitrates / chemistry
  • Oxidants / chemistry
  • Oxidation-Reduction
  • Particle Size
  • Reference Standards
  • Solvents / chemistry
  • Spectroscopy, Fourier Transform Infrared / methods
  • Surface Properties

Substances

  • Acetates
  • Ferrous Compounds
  • Gels
  • Metallocenes
  • Nitrates
  • Oxidants
  • Solvents
  • cholesteryl glycinate ferrocenoylamide
  • cerium nitrate
  • Cerium
  • ethyl acetate
  • Cholesterol
  • ammonium nitrate
  • ferrocene