Ring-chain tautomerism of 2-aryl-substituted imidazolidines

László Lázár, Anikó Göblyös, Ferenc Evanics, Gábor Bernáth, Ferenc Fülöp

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21 Citations (Scopus)

Abstract

N-Methyl-, N-ethyl-, N-(n-propyl)-, N-(iso-propyl)- and N-phenyl-2- arylimidazolidines proved to be ring-chain tautomeric mixtures in CDCl3. The ratios of the open and ring forms in the tautomeric equilibria of these compounds is described by the equation log K(x) = pσ+ + log K(x)-(II), used earlier for the ring-chain equilibria of saturated 2-aryl-1,3-O,N- heterocycles. These are the first examples among 2-arylimidazolidines of ring-chain tautomeric processes characterized by a Hammett-type correlation.

Original languageEnglish
Pages (from-to)13639-13644
Number of pages6
JournalTetrahedron
Volume54
Issue number44
DOIs
Publication statusPublished - Oct 29 1998

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Keywords

  • Diamines
  • Electronic and steric effects
  • Imidazolidines
  • Tautomerism

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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