Phase transfer of hydrophilic, cyclodextrin-modified gold nanoparticles to chloroform solutions

J. Liu, J. Alvarez, W. Ong, E. Román, A. E. Kaifer

Research output: Contribution to journalArticlepeer-review

125 Scopus citations

Abstract

The preparation and characterization of gold nanoparticles (∼3 nm in diameter) capped with thiolated α- and β-cyclodextrins (α and β-CD) is described. The CD-capped nanoparticles are hydrophilic and bind ferrocene derivatives as evidenced by electrochemical and 1H NMR spectroscopic measurements. The binding interactions of the CD-capped nanoparticles with a series of five alkyldimethyl(ferrocenylmethyl)ammonium ions (the alkyl group is propyl for compound 1, heptyl for 2, dodecyl for 3, hexadecyl for 4, and docosyl for 5) can be utilized for the phase transfer of the hydrophilic, CD-capped nanoparticles into a nonpolar chloroform phase. Only 3, 4, and 5 act as effective phase transfer agents, since 1 and 2 do not have enough amphiphilic character. The structure of the aggregates formed upon transfer of the CD-capped nanoparticles to the chloroform solution is postulated to resemble that of reverse micelles, as the nanoparticles template the peripheral arrangement of the cationic ferrocene amphiphiles, counterions and water molecules around their surfaces.

Original languageEnglish (US)
Pages (from-to)11148-11154
Number of pages7
JournalJournal of the American Chemical Society
Volume123
Issue number45
DOIs
StatePublished - Nov 14 2001

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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