Chemistry of Heterocyclic Compounds

, Volume 45, Issue 3, pp 297–301 | Cite as

Sulfonation of 4′-acetyl-, 4′-(tert-butyl)-dibenzo-18-crown-6 and (dibenzo-18-crown-6)-4′-sulfonic acid with potassium sulfate in polyphosphoric acid

  • A. D. Grebenyuk
  • A. K. TashmukhamedovaEmail author

The sulfonation of monosubstituted derivatives of dibenzo-18-crown-6 with potassium sulfate in polyphosphoric acid has been carried out. Sulfonic acids with various functional groups in the second nucleus of dibenzo-18-crown-6 have been obtained. A qualitative comparison of the reactivity of the substrates gave information on the transfer of the electronic influence of a substituent through the macrocycles. The displacement of electron density in the benzene nuclei of the substrates and the products of sulfonation was assessed from the value of the displacement of the proton signals in the 1H NMR spectra.


4′-acetyl-, 4′-(tert-butyl)dibenzo-18-crown-6 4′-acetyl-4″(5″)-dibenzo-18-crown-6-sulfonic acid 4′-(tert-butyl)-4″(5″)-dibenzo-18-crown-6-sulfonic acid (dibenzo-18-crown-6)-4′,4″(5″)-disulfonic acid (dibenzo-18-crown-6)-4′-sulfonic acid PPA (polyphosphoric acid) potassium sulfate sulfonation 


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Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  1. 1.M. Ulugbek National University of UzbekistanTashkentUzbekistan

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