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Russian Chemical Bulletin

, Volume 64, Issue 3, pp 562–572 | Cite as

Synthesis and photochemical study of a supramolecular pseudodimeric complex of 4-styrylpyridinium derivatives

  • E. N. Ushakov
  • A. I. Vedernikov
  • S. K. Sazonov
  • L. G. Kuz´mina
  • M. V. Alfimov
  • J. A. K. Howard
  • S. P. Gromov
Full Articles

Abstract

1-(3-Ammoniopropyl)-4-[(E)-2-(3,4-dichlorophenyl)vinyl]pyridinium diperchlorate was synthesized and its crystal structure was studied by X-ray diffraction. The photochemical properties of this compound and its complexation with a 18-crown-6-containing derivative of 4-styrylpyridine were studied by electronic spectroscopy. These compounds form a supramolecular complex (logK = 3.89 in MeCN at an ionic strength of 0.01 mol L–1), in which the styryl chromophores are arranged one above another due to stacking interactions. The complexation activates the cross [2+2] photocycloaddition of styrylpyridine derivatives. A procedure is proposed for the global analysis of spectrophotometric data, which takes into account the effect of the ionic strength of the solution on the observed equilibrium reaction.

Key words

4-styrylpyridinium salts EZ-photoisomerization fluorescence pseudodimeric complex stability constant supramolecular [2+2] photocycloaddition 

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • E. N. Ushakov
    • 1
    • 2
  • A. I. Vedernikov
    • 2
  • S. K. Sazonov
    • 2
  • L. G. Kuz´mina
    • 3
  • M. V. Alfimov
    • 2
  • J. A. K. Howard
    • 4
  • S. P. Gromov
    • 2
  1. 1.Institute of Problems of Chemical PhysicsRussian Academy of SciencesChernogolovka, Moscow RegionRussian Federation
  2. 2.Photochemistry CenterRussian Academy of SciencesMoscowRussian Federation
  3. 3.N. S. Kurnakov Institute of General and Inorganic ChemistryRussian Academy of SciencesMoscowRussian Federation
  4. 4.Department of ChemistryDurham UniversityDurhamUK

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