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Scientific article
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Tetrathiafulvalene-Benzothiadiazoles as Redox-Tunable Donor-Acceptor Systems: Synthesis and Photophysical Study

Published inChemistry, vol. 19, no. 7, p. 2504-2514
Publication date2013
Abstract

Electrochemical and photophysical analysis of new donor–acceptor systems 2 and 3, in which a benzothiadiazole (BTD) unit is covalently linked to a tetrathiafulvalene (TTF) core, have verified that the lowest excited state can be ascribed to an intramolecular-charge-transfer (ICT) π(TTF)→π*(benzothiadiazole) transition. Owing to better overlap of the HOMO and LUMO in the fused scaffold of compound 3, the intensity of the 1ICT band is substantially higher compared to that in compound 2. The corresponding CT fluorescence is also observed in both cases. The radical cation TTF+. is easily observed through chemical and electrochemical oxidation by performing steady-state absorption experiments. Interestingly, compound 2 is photo-oxidized under aerobic conditions.

Keywords
  • Charge transfer
  • Donor-acceptor systems
  • Fluorescence
  • Photophysics
  • Redox chemistry
Citation (ISO format)
POP, Flavia et al. Tetrathiafulvalene-Benzothiadiazoles as Redox-Tunable Donor-Acceptor Systems: Synthesis and Photophysical Study. In: Chemistry, 2013, vol. 19, n° 7, p. 2504–2514. doi: 10.1002/chem.201202742
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ISSN of the journal0947-6539
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