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Synthesis,structure and complexation of biscrown-containing 1,4-distyrylbenzenes
Authors:A I Vedernikov  V N Nuriev  O V Fedorov  A A Moiseeva  N A Kurchavov  L G Kuz’mina  A Ya Freidzon  E S Pod’yacheva  A V Medved’ko  S Z Vatsadze  S P Gromov
Institution:1.Center of Photochemistry,Russian Academy of Sciences,Moscow,Russian Federation;2.Department of Chemistry,M. V. Lomonosov Moscow State University,Moscow,Russian Federation;3.N. D. Zelinsky Institute of Organic Chemistry,Russian Academy of Sciences,Moscow,Russian Federation;4.N. S. Kurnakov Institute of General and Inorganic Chemistry,Russian Academy of Sciences,Moscow,Russian Federation;5.National Research Nuclear University “MEPhI”,Moscow,Russian Federation
Abstract:An improved method for the synthesis of two symmetric biscrown-containing and one model tetramethoxy-substituted 1,4-distyrylbenzenes was suggested. The structures of compounds were established by 1H and 13C NMR spectroscopy and X-ray diffraction analysis. Spectrophotometric and fluorescent titration were used to determine spectral properties, stoichiometry, and stability of complexes of biscrown-containing 1,4-distyrylbenzenes with alkali and alkaline-earth metal cations. The stability of the complexes was found to depend on the metal cation size and charge, as well as on the size of the crown ether fragment. The electrochemical oxidation and reduction potentials of the biscrown-containing 1,4-distyrylbenzenes and the model compound in solution were determined and their basic differences from the corresponding characteristics of biscrown-containing stilbenes were identified.
Keywords:
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