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

Pop, F.; Amacher, Anneliese; Avarvari, N.; Ding, J.; Daku, L. M. L.; Hauser, A.; Koch, M.; Hauser, Jürg; Liu, Shi-Xia; Decurtins, Silvio (2013). Tetrathiafulvalene - Benzothiadiazoles as Redox-Tunable Donor - Acceptor Systems: Synthesis and Photophysical Study. Chemistry - a European journal, 19(7), pp. 2504-2514. Wiley-VCH 10.1002/chem.201202742

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Electrochemical and photophysical analysis of new donoracceptor 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) (TTF)*(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.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Amacher, Anneliese; Hauser, Jürg; Liu, Shi-Xia and Decurtins, Silvio

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

0947-6539

Publisher:

Wiley-VCH

Language:

English

Submitter:

Gabriela Claudia Frei

Date Deposited:

25 Jul 2014 16:30

Last Modified:

02 Sep 2015 11:38

Publisher DOI:

10.1002/chem.201202742

Uncontrolled Keywords:

charge transfer, donor–acceptor systems, fluorescence, photophysics, redox chemistry

BORIS DOI:

10.7892/boris.46370

URI:

https://boris.unibe.ch/id/eprint/46370

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