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Title: | A fluorescent AND logic gate based on a ferrocene-naphthalimide-piperazine format responsive to acidity and oxidizability |
Authors: | Spiteri, Jake C. Johnson, Alex D. Denisov, Sergey A. Jonusauskas, Gediminas McClenaghan, Nathan D. Magri, David C. |
Keywords: | Ferrocene Charge exchange Detectors Molecules Fluorescence |
Issue Date: | 2018 |
Publisher: | Elsevier Ltd |
Citation: | Spiteri, J. C., Johnson, A. D., Denisov, S. A., Jonusauskas, G., McClenaghan, N. D., & Magri, D. C. (2018). A fluorescent AND logic gate based on a ferrocene-naphthalimide-piperazine format responsive to acidity and oxidizability. Dyes and Pigments, 157, 278-283. |
Abstract: | A novel fluorescent molecular logic gate 1 is demonstrated as a two-input AND logic gate for the detection of acidity and oxidizability. Designed according to an electron-donor–spacer–fluorophore–spacer–receptor’ format, the modules are represented by ferrocene as the electron donor, 1,8-naphthalimide as the fluorophore and piperazine as the proton receptor. In the presence of elevated concentrations of H+ and Fe3+, the molecule switches ‘on’ emitting at λmax=530 nm with Φf=0.060 at 10−4MH+ and 50 μM Fe3+. The H+ binding and apparent Fe3+ binding constants determined by fluorimetric titrations in 1:1 (v/v) methanol/water are log βH+=8.1 and log βFe3+=4.7. Modulation of the fluorescence output results from controlling competing photoinduced electron transfer (PET) at the ferrocene end and internal charge transfer (ICT) at the piperazine end. Time-resolved fluorescence spectroscopy reveals a single fluorescent lifetime of 5.8 ns, while from absorption transient pectroscopy a remarkable fast decay signal<2 ps is observed. Comparison is made with methylpiperazine 2 and piperazine fluorescent pH indicator 3 as model compounds. |
URI: | https://www.um.edu.mt/library/oar/handle/123456789/70796 |
Appears in Collections: | Scholarly Works - FacSciChe |
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