Synthesis and properties of an anthraquinone-based redox switch for molecular electronics
Elisabeth H van Dijk1, Daniel J T Myles, Marleen H van der Veen
1Molecular Electronics, Materials Science Centre, University of Groningen, The Netherlands.
Abstract:
[reaction: see text] The synthesis of a molecular wire bearing an anthraquinone core and thioacetyl end groups for gold electrode binding is described. A model anthraquinone system, substituted with tert-butylthio groups, can be reversibly switched electrochemically from cross conjugated (low conductance "off") to linear conjugated (high conductance "on") via two-electron reduction/oxidation reactions. This feature holds promise for the anthraquinone-based wires to be used as redox-controlled switches in molecular electronic devices.
Related Concept Videos
Oxidation of Phenols to Quinones
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
Redox Reactions
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Radical Chain-Growth Polymerization: Overview
Synthesis and Decomposition Reactions
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation

