Synthesis of TTF-Calixarene and TTF-Biphenyle assemblies

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

Synthesis, characterization and photochemical properties of side-chain coumarin polymers

Date du colloque&nbsp;: 05/2008International audienc

Electrochemical M2+ recognition by an amidopyridyl-tetrathiafulvalene derivative

A tetrathiafulvalene-based redox-responsive receptor incorporating amide and pyridyl coordinating units exhibits an original multi-wave electrochemical recognition behaviour towards Cd(II)

Synthesis and electrochemical behavior of a model redox-active thiacalix[4]arene-tetrathiafulvalene assembly

Syntheses of the first bisthiacalix[4]arenes systems bridged by a tetrathiafulvalene (TTF) framework have been carried out through triethyl phosphite-mediated dechalcogenation dimerization of the corresponding 1,3-dithiole-2-ones. The cyclic voltammograms of the resulting bisthiacalix[4]arenes tethered by an electroactive TTF unit are provided, and exhibit an electrochemical response in the case of introduction of Ag+

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

A versatile building block for EDOT or PEDOT functionalization

A functionalized ethylenedioxythiophene (EDOT) derivative bearing a highly nucleophilic thiolate group has been synthesized. The efficiency of this new building block as a precursor to a wide range of EDOT-based monomers is demonstrated by reaction with different electrophilic species or by oxidation to a disulfide dimer. The corresponding electropolymerized PEDOT-based films, incorporating various side arms, have been prepared. In addition, the possibility to functionalize preformed PEDOT films obtained from these monomers, by nucleophilic substitution under heterogeneous conditions, was also checked thanks to the introduction of a tetrathiafulvalene redox probe

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

Carboxylic acid derivatives of tetrathiafulvalene: key intermediates for the synthesis of redox-active calixarene-based anion receptors

A series of calixarene–TTF (TTF=tetrathiafulvalene) receptors incorporating amide binding units for anion recognition have been synthesized and characterized. For this purpose, two synthetically versatile new TTF carboxylic acid derivatives were prepared and characterized by X-ray diffraction, these structures demonstrating the critical role of the carboxylic function in the solid-state organization. Some of the calixarene–amide–TTF assemblies exhibit strong binding of various anions, as shown by 1H NMR titration studies, and one receptor is able to electrochemically respond in the presence of H2PO4−, C6H5CO2− or CH3CO2− anion