Synthesis of TTF-Calixarene and TTF-Biphenyle assemblies

Date du colloque&nbsp;: 06/2008</p

Tetrathiafulvalene-Based Architectures: From Guests Recognition to Self-Assembly

The tetrathiafulvalene (TTF) unit has been successfully used for an incredibly broad range of applications. Beyond the well-established conducting properties of the corresponding cation-radical salts, this unit has appeared as a key redox-active component for various applications supported by its remarkable redox properties: a high π-donating ability and occurrence of three stable redox states. This article reviews the main contribution of the group of Angers to this field, highlighting results obtained in terms of redox-sensing as well as efforts carried out to reach new self-assembled TTF-based architectures

An extended tetrathiafulvalene redox-ligand incorporating a thiophene spacer

An extended tetrathiafulvalene derivative incorporating a thiophene spacer and a fused crown-ether unit has been synthesized. This highly delocalized system exhibits remarkable electrochemical recognition properties for Na+ and Ba2+ as shown by cyclic voltammetry in methylene chloride. This result is attributed to the proximity between the guest metal cation and the positive charge of the oxidized ligand, which is located on the central conjugated thiophenic part

Tetrathiafulvalene-based switchable processes

Date du colloque&nbsp;: 09/2008</p

Ferrocenyl-triazolyl-tetrathiafulvalene assemblies: synthesis and electrochemical recognition properties

Cu(I)-catalyzed Huisgen–Meldal–Sharpless type dipolar ‘click’ reactions between azido-tetrathiafulvalene derivatives and ethynylferrocene yield the first examples of ferrocenyl-1,2,3-triazolyl-tetrathiafulvalene assemblies (4a, 4b). The electrochemical behavior of 4a and 4b, which integrate two distinctive redox probes, has been investigated, and their binding ability for various transition-metal cations has been studied by cyclic voltammetry. The contribution of the triazolyl ring in the guest binding process is illustrated by the specific electrochemical recognition of Zn2+ by receptor 4b