CRCU

Chemical Research in Chinese Universities ›› 2012, Vol. 28 ›› Issue (5): 828-832 .

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

ZHAO Bang-tun1, LI Jia-jia2, ZHOU Zhen2, YAN Zhen-ning2, ZHU Wei-min2   

  1. 1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, P. R. China;
    2. Department of Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. China
  • Received:2012-03-12 Revised:2012-04-09 Online:2012-09-25 Published:2012-09-07
  • Supported by:
    Supported by the National Natural Science Foundation of China(Nos.201172105, 20872058).

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Abstract: 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.

Key words: Thiacalix[4]arene, Tetrathiafulvalene, X-Ray diffraction, Cyclic voltammetry