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

Pop, Flavia; Amacher, Anneliese; Avarvari, Narcis; Ding, Jie; Lawson Daku, Latevi Max; Hauser, Andreas; Koch, Marius; Hauser, Jürg; Liu, Shi-Xia; Decurtins, Silvio

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Title		Tetrathiafulvalene-Benzothiadiazoles as Redox-Tunable Donor-Acceptor Systems: Synthesis and Photophysical Study
Authors		Pop, Flavia Amacher, Anneliese Avarvari, Narcis Ding, Jie Lawson Daku, Latevi Max Hauser, Andreas Koch, Marius Hauser, Jürg Liu, Shi-Xia Decurtins, Silvio show all authors [1 - 10]
Published in		Chemistry - A European Journal. 2013, vol. 19, no. 7, p. 2504-2514
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
Identifiers		DOI: 10.1002/chem.201202742
Full text		Article (Published version) (1.9 MB) - Limited access to UNIGE Other version: http://doi.wiley.com/10.1002/chem.201202742
Structures		Faculté des sciences / Section de chimie et biochimie / Département de chimie physique
Research groups		Groupe Hauser Groupe Vauthey
Citation (ISO format)		POP, Flavia et al. Tetrathiafulvalene-Benzothiadiazoles as Redox-Tunable Donor-Acceptor Systems: Synthesis and Photophysical Study. In: Chemistry - A European Journal, 2013, vol. 19, n° 7, p. 2504-2514. https://archive-ouverte.unige.ch/unige:26401