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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.
Cameron, Joseph
Wright, Iain A.
Thomson, Neil
Avramchenko, Olena
Kanibolotsky, Alexander L.
Inigo, Anto R.
Tuttle, Tell
Skabara, Peter J.
Keywords: Non-covalent interactions
Organic field effect transistor (OFET)
Organic semiconductors
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/
Version: Published
DOI: 10.3762/bjoc.11.129
URI: https://dspace.lboro.ac.uk/2134/23510
Publisher Link: http://dx.doi.org/10.3762/bjoc.11.129
Appears in Collections:Published Articles (Chemistry)

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