Abstract <p>A procedure has been proposed for the synthesis of pyridine and quinoline Schiff bases from the corresponding aldehydes and amines, which afforded the target products in more than 85% yield. Thermal decomposition pathways of the synthesized compounds have been identified by GC/MS and TG/DSC-MS analysis. They involve elimination of the hydrocarbon substituent from the imine fragment or the entire azomethine group with the formation of cationic 3-phenylpyridine and 6-substituted quinoline species. Cyclic voltammetric study of the title compounds has shown that their electrochemical reduction/oxidation is an ir­reversible process leading to fragmentation of the substrate molecules.</p>

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Synthesis, Structure, and Thermochemical and Electrochemical Properties of Schiff Bases of the Pyridine and Quinoline Series

  • A. A. Perepechay,
  • A. P. Krinochkin,
  • A. V. Sukhov,
  • E. A. Kudryashova,
  • A. V. Gerasimov,
  • V. S. Gaviko,
  • D. V. Tkachenko,
  • D. S. Kopchuk,
  • G. V. Zyryanov,
  • D. G. Yakhvarov

摘要

Abstract

A procedure has been proposed for the synthesis of pyridine and quinoline Schiff bases from the corresponding aldehydes and amines, which afforded the target products in more than 85% yield. Thermal decomposition pathways of the synthesized compounds have been identified by GC/MS and TG/DSC-MS analysis. They involve elimination of the hydrocarbon substituent from the imine fragment or the entire azomethine group with the formation of cationic 3-phenylpyridine and 6-substituted quinoline species. Cyclic voltammetric study of the title compounds has shown that their electrochemical reduction/oxidation is an ir­reversible process leading to fragmentation of the substrate molecules.