Cyclotriveratrylene-oxime (CTV-oxime) derivatives that terminate with a dithiolate linker were synthesized enabling the supramolecular scaffold to adhere to gold nanoparticles (AuNPs) with the bowl-shaped cavity of the CTV scaffold exposed for utilization in host–guest chemistry. Exposure of these CTV functionalized AuNPs to varying concentrations of di- and trivalent metal cations resulted in the formation of large CTV-AuNP polymeric clusters and an accompanying a shift in the plasmon resonance. These interactions between the CTV-AuNPs and the metal cations in solution provides proof-of-concept that supramolecular functionalized AuNPs can be used as a simple and straightforward, on-site detection system for toxic metal cations in solution. The order of binding affinity of the metals studied based on observed Kd values is Cu2+ > Zn2+ > Pb2+ > Hg2+ > Eu3+ > Cd2+.
© Elsevier Ltd. 2015
Available at: http://works.bepress.com/daniel_p_becker/43/
Author Posting. © Elsevier Ltd. 2015. This is the author's version of the work. This article is posted here by permission of Elsevier for personal use, not for redistribution. The article was published in Tetrahedron Letters, vol. 56, no. 40, 2015, https://doi.org/10.1016/j.tetlet.2015.08.005.