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A phenol-fused tetrathiafulvalene: modulation of hydrogen-bond patterns and electrical conductivity in the charge-transfer salt

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Abstract

A tetrathiafulvalene (TTF) derivative fused with a phenol moiety, PhOH-EDT-TTF, was designed and synthesized as a new electron-donor molecule with hydrogen-bonding (H-bonding) abilities. Electrochemical oxidation of this donor molecule in the presence of Bu4NClO4 gave a charge-transfer salt, β-(PhOH-EDT-TTF)2ClO4, that contains PhOH-EDT-TTF+0.5 and ClO4 in a 2 : 1 ratio. In this salt, the donor and anion molecules are connected with three-centered H-bonds through the phenol hydroxy group, which is in contrast to the linear H-bonds observed in an analogue salt based on the catechol-fused TTF. This variation in the donor-anion H-bonds modulated the arrangement of the donor molecules in the conducting layer, leading to better conducting properties than those of the analogue salt.

Graphical abstract: A phenol-fused tetrathiafulvalene: modulation of hydrogen-bond patterns and electrical conductivity in the charge-transfer salt

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Publication details

The article was received on 12 Dec 2017, accepted on 19 Jan 2018 and first published on 22 Jan 2018


Article type: Research Article
DOI: 10.1039/C7QM00574A
Citation: Mater. Chem. Front., 2018, Advance Article
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    A phenol-fused tetrathiafulvalene: modulation of hydrogen-bond patterns and electrical conductivity in the charge-transfer salt

    A. Ueda and H. Mori, Mater. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QM00574A

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