Ferrocenyl-triazolyl-tetrathiafulvalene assemblies: synthesis and electrochemical recognition properties

Cu(I)-catalyzed Huisgen-Meldal-Sharpless type dipolar 'click' reactions between azido-tetrathiafulvalene derivatives and ethynylferrocene yield the first examples of ferrocenyl-1,2,3-triazolyl-tetrathiafulvalene assemblies (4a, 4b). The electrochemical behavior of 4a and 4b, which integrate two distinctive redox probes, has been investigated, and their binding ability for various transition-metal cations has been studied by cyclic voltammetry. The contribution of the triazolyl ring in the guest binding process is illustrated by the specific electrochemical recognition of Zn2+ by receptor 4b. (C) 2012 Elsevier Ltd. All rights reserved.