Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 7, 2013
Previous Article Next Article

Pyrene-anchored boronic acid receptors on carbon nanoparticle supports: fluxionality and pore effects

Author affiliations

Abstract

Pyrene-appended boronic acids self-assemble onto graphitic surfaces and are shown here to self-assemble also around negatively charged carbon nanoparticles of ca. 8–18 nm diameter (Emperor 2000, Cabot Corp.). The resulting boronic acid modified nanoparticles are water-insoluble and readily deposited onto graphite electrodes, for example for electroanalytical applications. Boronic acid binding to the ortho-quinol caffeic acid is demonstrated and the mechanism based on ligand fluxionality is further investigated. Electrodes based on nanoparticle aggregates are sensitive to caffeic acid with Langmuirian binding constants estimated as 106 mol−1 dm3. The molecular structure of the pyrene-appended boronic acid affects the ability to bind caffeic acid as well as, more importantly, the fluxional transformation of the strongly bound (high oxidation potential) into the weakly bound (low oxidation potential) form. The resulting design principles for improved boronic acid receptors are discussed.

Graphical abstract: Pyrene-anchored boronic acid receptors on carbon nanoparticle supports: fluxionality and pore effects

Back to tab navigation

Article information


Submitted
05 Jan 2013
Accepted
11 Mar 2013
First published
13 Mar 2013

New J. Chem., 2013,37, 1883-1888
Article type
Paper

Pyrene-anchored boronic acid receptors on carbon nanoparticle supports: fluxionality and pore effects

K. Lawrence, T. Nishimura, P. Haffenden, J. M. Mitchels, K. Sakurai, J. S. Fossey, S. D. Bull, T. D. James and F. Marken, New J. Chem., 2013, 37, 1883
DOI: 10.1039/C3NJ00017F

Social activity

Search articles by author

Spotlight

Advertisements