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Electrochemical response of ferrocenium filled calix[4]arene capsules in solution and immobilized on gold |
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| Authors: | Songbo Xu Chulsoon Moon Zhifeng Ding |
| Affiliation: | a Department of Physics and Astronomy, The University of Western Ontario, London, Ontario N6A 3K7, Canada b Fachbereich Chemie, Pharmazie und Geowissenschaften, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, D-55099 Mainz, Germany c Max Plank Institut für Polymerforschung, Postfach 3148, D-55021 Mainz, Germany d Department of Chemistry, The University of Western Ontario, London, Ontario N6A 5B7, Canada |
| Abstract: | Hydrogen-bonded dimers of tetra-urea calix[4]arenes are able to include ferrocenium ions as a guest. Heterodimeric capsules are exclusively formed in 1:1 mixtures of tetra-arylurea calix[4]arene 1 with tetra-tosylurea calix[4]arene 2. Sulfide groups attached via spacers on the urea rim of 1 allow their binding to metal surfaces rendering simultaneously their dissociation more difficult. Thus, the electrochemical response of encapsulated ferrocenium could be studied in a self-assembled monolayer (SAM) in addition to the solution electrochemistry with cyclic voltammetry. The stability of the electrochemically active monolayers was tested after a heat treatment (225 °C for 30 min in N2 atmosphere) and multiple cycling (up to 1200 cycles), which could be required for a possible application as molecular based information storage. |
| Keywords: | Calix[4]arene heterodimers Encapsulation Ferrocenium Cyclovoltammetry Self-assembled monolayers |
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