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|Title: ||Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene: The effect of planarisation on charge transport properties|
|Authors: ||Taylor, Rupert G.D.|
Wright, Iain A.
Kanibolotsky, Alexander L.
Inigo, Anto R.
Skabara, Peter J.
|Keywords: ||Non-covalent interactions|
Organic field effect transistor (OFET)
|Issue Date: ||2015|
|Publisher: ||© The authors. Published by Beilstein-Institut.|
|Citation: ||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.|
|Abstract: ||© 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.|
|Description: ||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/|
|Publisher Link: ||http://dx.doi.org/10.3762/bjoc.11.129|
|Appears in Collections:||Published Articles (Chemistry)|
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