Synthesis and Electrochemical Behavior of Electroactive Bistetrathiafulvalene-attached Thiacalix[4]a

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Tetrabromoalkylthiacalix[4]arenes(1a and 1b) reacted with excess bis(tetraethylammonium)-bis(1,3-dithiole-2-thione-4,5-dithiol)zincate(2) to give thiacalix[4]arene-thiones(3a and 3b) in the presence of Na2S.Two novel bistetrathiafulvalene-attached thiacalix[4]arene assemblies(5a and 5b) formed via triethyl phosphite-mediated cross-coupling of thiacalix[4]arene-thiones(3a and 3b) and 4,5-biscyanoethylthio-1,3-dithiole-2-one(4).All the four new compounds were characterized by 1H NMR,13C NMR,IR,MS spectra and elemental analysis.Meanwhile,the structures of thiacalix[4]arene-thiones(3a and 3b) were identified by X-ray analysis.In addition,the cyclic voltammograms of the resulting thiacalix[4]arenes containing electroactive TTF units(5a and 5b) were provided.
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