Optically Active Gold Nanoparticles

  • Author: ChemistryViews.org
  • Published: 20 October 2017
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Chemical Communications/Royal Society of Chemistry (RSC)
  • Associated Societies: Royal Society of Chemistry (RSC), UK
thumbnail image: Optically Active Gold Nanoparticles

Gold nanoparticles (AuNPs) with chiral ligands could be particularly well suited for applications in optics and asymmetric catalysis. N-heterocyclic carbenes (NHCs) stabilize AuNPs well, but there are few examples of nanoparticles with chiral NHC ligands.

Jia Min Chin, University of Hull, UK, Michael R. Reithofer, University of Hull and University of Vienna, Austria, and colleagues have used L- and D-histidine to prepare chiral NHC ligands. The ligands were then used to stabilize optically active gold nanoparticles.

The team methylated both the L and D forms of Boc-His-OH, i.e., histidine with a tert-butyloxycarbonyl protecting group. The modified amino acid was then subjected to a transmetallation procedure with Ag2O and Au(SMe2)Cl to give the corresponding NHC–gold complex. The complex was reduced using tBuNH2•BH3 to synthesize the AuNPs.

The prepared nanoparticles were centrifuged for size separation to give monodisperse AuNPs. Circular dichroism (CD) spectroscopy of both the D- and L-substituted variants shows optical activity. The molecular NHC–gold complex does not have significant optical activity, which indicates that the concentration of the ligands on the surface of the nanoparticles is important for the observed chiral effects. The AuNPs are stable in aprotic organic solvents for over 48 hours and could be useful for, e.g., chiral sensing or optoelectronics.


Article Views: 1487

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

Bookmark and Share

If you would like to reuse any content, in print or online, from ChemistryViews.org, please contact us first for permission. more


ChemistryViews.org on Facebook

ChemistryViews.org on Twitter ChemistryViews.org on YouTube ChemistryViews.org on LinkedIn Sign up for our free newsletter

A product of ChemPubSoc Europe (16 European Chemical Societies)and Wiley-VCH