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Issue 7, 2005
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Novel supramolecular charge-transfer systems based on bis(18-crown-6)stilbene and viologen analogues bearing two ammonioalkyl groups

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Abstract

A series of new viologen analogues bearing two ammonioalkyl groups (24) were synthesized in order to study their complexation with bis(18-crown-6)stilbene (1b). Electronic spectroscopy and 1H NMR measurements show that in acetonitrile, bis(crown) stilbene 1b forms highly stable 1 : 1 and 2 : 1 charge-transfer (CT) complexes with π-acceptors 24 owing to host–guest bonding. The influence of geometric and electronic factors on the complex formation constants are discussed. The structures of the supramolecular CT complexes are analyzed on the basis of 1H and 13C NMR data obtained in solution and in the solid state. X-Ray diffraction data for 1b and for model tetramethoxystilbene are also reported.

Graphical abstract: Novel supramolecular charge-transfer systems based on bis(18-crown-6)stilbene and viologen analogues bearing two ammonioalkyl groups

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Publication details

The article was received on 17 Jan 2005, accepted on 24 Mar 2005 and first published on 11 May 2005


Article type: Paper
DOI: 10.1039/B500667H
Citation: New J. Chem., 2005,29, 881-894
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    Novel supramolecular charge-transfer systems based on bis(18-crown-6)stilbene and viologen analogues bearing two ammonioalkyl groups

    S. P. Gromov, A. I. Vedernikov, E. N. Ushakov, N. A. Lobova, A. A. Botsmanova, L. G. Kuz’mina, A. V. Churakov, Y. A. Strelenko, M. V. Alfimov, J. A. K. Howard, D. Johnels and U. G. Edlund, New J. Chem., 2005, 29, 881
    DOI: 10.1039/B500667H

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