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Condensed heterocycles 47. Intramolecular hydrogen bonding in heteroaromatic hydroxy-, mercapto-, and selenolaldimines

  • A. F. Vaisburg
  • V. Yu. Mortikov
  • V. P. Litvinov
Organic Chemistry
  • 27 Downloads

Abstract

Examination of the PMR spectra of benzo[b]furan and benzo[b]thiophene hydroxy-,mercapto-, and selenolaldimines, obtained in different solvents, show the absence of any correlation between the chemical shifts of the NH protons in aldimines and the strength of the intramolecular hydrogen bond (IMHB) NH...X (X = O, S, or Se). Novel condensed thio- and selenopyrans have been obtained from these aldimines and acrylonitrile. The conditions for the reaction are shown to depend on the strength of the IMHB in the aldimines.

Keywords

Hydrogen Hydrogen Bond Chemical Shift Thiophene Furan 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • A. F. Vaisburg
    • 1
  • V. Yu. Mortikov
    • 1
  • V. P. Litvinov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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