Abstract
A new molecular tweezers, viz., bisstyryl dye containing two 18-crown-6-ether moieties and one p-phenylenedimethylene spacer group, was synthesized. Complex formation of this dye and a model monostyryl dye with ions EtNH3 + and NH3 +(CH2)nNH3 + (n = 2−6) in MeCN was studied using spectrophotometry and 1H NMR spectroscopy. The homoditopic bisstyryl dye and diammonium salts form strong supramolecular complexes with pseudocyclic structure.
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E. N. Ushakov, S. P. Gromov, O. A. Fedorova, Yu. V. Pershina, M. V. Alfimov, F. Barigelletti, L. Flamigni, and V. Balzani, J. Phys. Chem. A, 1999, 103, 11188.
H. G. Lohr and F. Fogtle, Acc. Chem. Res., 1985, 18, 65.
J. C. Lockhart, in Comprehensive Supramolecular Chemistry, Ed. G. W. Gokel, Pergamon, Oxford, 1996, 1, 605.
A. P. De Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, and T. E. Rice, Chem. Rev., 1997, 97, 1515.
M. V. Alfimov and S. P. Gromov, in Applied Fluorescence in Chemistry, Biology, and Medicine, Eds. W. Rettig, B. Strehmel, S. Schrader, and H. Seifert, Springer Verlag, Berlin, 1999, 161.
B. Valeur and I. Leray, Coord. Chem. Rev., 2000, 205, 3.
D. S. Lawrence, T. Jiang, and M. Levett, Chem. Rev., 1995, 95, 2229.
J. H. Hartley, T. D. James, and C. J. Ward, J. Chem. Soc., Perkin Trans. 1, 20004, 3155.
G. W. Gokel and E. Abel, in Comprehensive Supramolecular Chemistry, Ed. G. W. Gokel, Pergamon, Oxford, 1996, 1, 511.
F. Kotzyba Hibert, J. M. Lehn, and P. Vierling, Tetrahedron Lett., 1980, 21, 941.
F. Kotzyba Hibert, J. M. Lehn, and K. Saigo, J. Am. Chem. Soc., 1981, 103, 4266.
S. P. Gromov, O. A. Fedorova, E. N. Ushakov, A. V. Buevich, I. I. Baskin, Yu. V. Pershina, B. Eliasson, U. Edlund, and M. V. Alfimov, J. Chem. Soc., Perkin Trans. 2, 1999, 1323.
A. I. Vedernikov, S. P. Gromov, N. A. Lobova, L. G. Kuz’mina, Yu. A. Strelenko, J. A. K. Howard, and M. V. Alfimov, Izv. Akad. Nauk Ser. Khim., 2005, No. 7 [Russ. Chem. Bull., Int. Ed., 2005, 54].
C. Frassineti, S. Ghelli, P. Gans, A. Sabatini, M. S. Moruzzi, and A. Vacca, Anal. Biochem., 1995, 231, 374.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 656–662, March, 2005.
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Vedernikov, A.I., Ushakov, E.N., Lobova, N.A. et al. Photosensitive molecular tweezers 3. Synthesis and homoditopic complex formation of a bisstyryl dye containing two crown-ether fragments with diammonium salts. Russ Chem Bull 54, 666–672 (2005). https://doi.org/10.1007/s11172-005-0303-7
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DOI: https://doi.org/10.1007/s11172-005-0303-7