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Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene: The effect of planarisation on charge transport properties
journal contribution
posted on 2016-12-16, 13:55 authored by Rupert G.D. Taylor, Joseph Cameron, Iain Wright, Neil Thomson, Olena Avramchenko, Alexander L. Kanibolotsky, Anto R. Inigo, Tell Tuttle, Peter J. Skabara© 2015 Taylor et al; licensee Beilstein-Institut.Two novel tetrathiafulvalene (TTF) containing compounds 1 and 2 have been synthesised via a four-fold Stille coupling between a tetrabromo-dithienoTTF 5 and stannylated thiophene 6 or thiazole 4. The optical and electrochemical properties of compounds 1 and 2 have been measured by UV-vis spectroscopy and cyclic voltammetry and the results compared with density functional theory (DFT) calculations to confirm the observed properties. Organic field effect transistor (OFET) devices fabricated from 1 and 2 demonstrated that the substitution of thiophene units for thiazoles was found to increase the observed charge transport, which is attributed to induced planarity through S-N interactions of adjacent thiazole nitrogen atoms and TTF sulfur atoms and better packing in the bulk.
History
School
- Science
Department
- Chemistry
Published in
Beilstein Journal of Organic ChemistryVolume
11Pages
1148 - 1154Citation
TAYLOR, R.G.D. ...et al., 2015. Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene: The effect of planarisation on charge transport properties. Beilstein Journal of Organic Chemistry, 11, pp. 1148-1154.Publisher
© The authors. Published by Beilstein-Institut.Version
- VoR (Version of Record)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution 2.0 Unported (CC BY 2.0) licence. Full details of this licence are available at: http://creativecommons.org/licenses/by/2.0/Publication date
2015Notes
This is an Open Access Article. It is published by Beilstein-Institut under the Creative Commons Attribution 2.0 Unported Licence (CC BY). Full details of this licence are available at: http://creativecommons.org/licenses/by/2.0/eISSN
1860-5397Publisher version
Language
- en