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

doi:10.1002/chem.201202742

Scientific article

English

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

Contributors

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

Published in

Chemistry, vol. 19, no. 7, p. 2504-2514

Publication date

2013

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

UNIGE affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie physique

UNIGE research groups

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

Article (Published version)

Identifiers

PID : unige:26401
DOI : 10.1002/chem.201202742

Journal ISSN

0947-6539

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05/02/2013 08:12:00

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14/03/2023 20:02:55

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30/10/2024 08:49:56

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

Contributors

Published in

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Abstract

Keywords

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UNIGE research groups

Citation (ISO format)

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First validation

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Status update

Last indexation