Issue 3, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
12 ⴷⵓⵊ 2017
Accepted
19 ⵉⵏⵏ 2018
First published
22 ⵉⵏⵏ 2018

Mater. Chem. Front., 2018,2, 566-572

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, 2, 566 DOI: 10.1039/C7QM00574A

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