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Intramolecular Reversible Addition Reactions to the C=N Group

  • Raimonds E. Valters
  • Wilhelm Flitsch

Abstract

Despite the lower reactivity of azomethine groups compared to carbonyl groups, intramolecular reversible nucleophilic additions of OH, NH, and SH groups often proceed. Moreover, equilibria of these systems are frequently shifted toward the ring isomers to a considerably greater extent than in cases of corresponding C=o analogues. Evidently the higher basicity of the nitrogen atom favors the formation of the protonated \( C = \mathop N\limits^ + HR \) group, to which the nucleophilic part of the molecule is easily added [1].

Keywords

Open Form Alkyl Substituent Equilibrium Mixture Aliphatic Aldehyde Cyclic Form 
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Copyright information

© Plenum Press, New York 1985

Authors and Affiliations

  • Raimonds E. Valters
    • 1
  • Wilhelm Flitsch
    • 2
  1. 1.Faculty of ChemistryA. Pelshe Riga Polytechnical InstituteRigaUSSR
  2. 2.Organisch-Chemisches InstitutWestfälischen Wilhelms-UniversitätMünsterFederal Republic of Germany

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