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Bis(calixcrown)tetrathiafulvalene Receptors
Author(s) -
Blesa MaríaJesús,
Zhao BangTun,
Allain Magali,
Le Derf Franck,
Sallé Marc
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500878
Subject(s) - tetrathiafulvalene , calixarene , chemistry , receptor , covalent bond , crystallography , ligand (biochemistry) , molecule , electrochemistry , proton nmr , stereochemistry , electrode , organic chemistry , biochemistry
Abstract A new class of electroactive receptors has been synthesized, built by covalent association of five subunits: two calixarene platforms for spatial organization, two polyether 3D cavities for cation binding, and one electroactive TTF unit to probe the complexation event. Sodium complexation induces rigidification of the molecular assembly, as shown by 1 H NMR titration and single‐crystal X‐ray crystallographic studies on free receptor 14 and a corresponding complex with two bound sodium atoms per receptor ( 15 ‐(NaPF 6 ) 2 ). The calixarene units in these receptors change from a pinched cone conformation in the free ligand to a symmetrical cone in the complex. Cyclovoltammetric studies validated the electrochemical recognition concept of these five‐member assemblies.