Click On, Click Off

  • Author: Richard Threlfall
  • Published Date: 18 November 2014
  • Source / Publisher: Asian Journal of Organic Chemistry/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: Click On, Click Off

Inspired by biological molecular machines, the development of synthetic nanotechnologies that exploit controlled molecular level motion is on the rise. James Crowley and colleagues at the University of Otago, New Zealand, have shown that simple palladium(II) pyridine-2,6-carboxamide complexes coordinated to 1,2,3-triazole "click" ligands will undergo stimuli responsive ligand exchange reactions with 4-dimethylaminopyridine.

Treatment of the palladium(II) pyridine-2,6-carboxamide "click" complexes with the more basic 4-dimethylaminopyridine (DMAP) ligand leads to the complete displacement of the 1,2,3-triazole unit from the palladium complex. Addition of a stoichiometric amount of acid causes protonation of the DMAP and quantitative formation of the palladium(II) "click" complex. Upon neutralizing the acidic solution with NaOH, the palladium(II) DMAP complex is reformed.

As 1,2,3-triazole ligands can be readily synthesized using the copper(I)-catalyzed azide and alkyne cycloaddition (CuAAC) "click" reaction, the researchers believe that this acid-base driven switching mechanism could potentially be exploited to generate a wide variety of pH-responsive nanomachines.


Article Views: 3037

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

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

CONNECT: on Facebook on Twitter on YouTube on LinkedIn Sign up for our free newsletter

Magazine of Chemistry Europe (16 European Chemical Societies)published by Wiley-VCH