Electrochemistry of Tetrathiafulvalene Ligands Assembled on the Surface of Gold Nanoparticles

The synthesis of a tetrathiafulvalene (TTF) derivative, <i>S</i>-[4-({4-[(2,2′-bi-1,3-dithiol-4-ylmethoxy)methyl] phenyl}ethynyl)phenyl] ethanethioate, suitable for the modification of gold nanoparticles (AuNPs), is described in this article. The TTF ligand was self-assembled on the AuNP...

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Bibliographic Details
Main Authors: Jiří Janoušek, Jiří Rybáček, Miloš Buděšínský, Lubomír Pospíšil, Irena G. Stará, Ivo Starý
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/21/7639
Description
Summary:The synthesis of a tetrathiafulvalene (TTF) derivative, <i>S</i>-[4-({4-[(2,2′-bi-1,3-dithiol-4-ylmethoxy)methyl] phenyl}ethynyl)phenyl] ethanethioate, suitable for the modification of gold nanoparticles (AuNPs), is described in this article. The TTF ligand was self-assembled on the AuNP surface through ligand exchange, starting from dodecanethiol-stabilized AuNPs. The resulting modified AuNPs were characterized by TEM, UV-Vis spectroscopy, and electrochemistry. The most suitable electrochemical method was the phase-sensitive AC voltammetry at very low frequencies of the sine-wave perturbation. The results indicate a diminishing electronic communication between the two equivalent redox centers of TTF and also intermolecular donor–acceptor interactions manifested by an additional oxidation wave upon attachment of the ligand to AuNPs.
ISSN:1420-3049