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

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Abstract

A method for obtaining azomethine derivatives of pyridine and quinoline series from the corresponding carbaldehyde and amines allowing the synthesis of target products with high yields (more than 85%) is proposed. The methods of GCMS and TG/DSC-MS were used to determine the pathways of thermal destruction of the obtained derivatives, that proceeds via the cleavage of the hydrocarbon substituent from the imine fragment or the entire azomethine fragment and the formation of cationic forms of 3-phenyl-substituted pyridine and 6-substituted quinoline. Using the method of cyclic voltammetry, the electrochemical properties of the obtained compounds have been studied. It was found that electrochemical reduction/oxidation of the obtained compounds are the irreversible processes leading to fragmentation of the molecules of the obtained azomethines.

About the authors

A. A Perepechay

A.E. Arbuzov Institute of Organic and Physical Chemistry – Subdivision of the FSBS "Kazan Scientific Center of the Russian Academy of Sciences"; Alexander Butlerov Institute of Chemistry of FSAEI HE "Kazan (Volga Region) Federal University"

Kazan, Russia; Kazan, Russia

A. P Krinochkin

FSAEI HE "Ural Federal University, named after the first President of Russia, Boris Yeltsin"; FSBIS I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Ekaterinburg, Russia; Ekaterinburg, Russia

A. V Sukhov

A.E. Arbuzov Institute of Organic and Physical Chemistry – Subdivision of the FSBS "Kazan Scientific Center of the Russian Academy of Sciences"; Alexander Butlerov Institute of Chemistry of FSAEI HE "Kazan (Volga Region) Federal University"

Kazan, Russia; Kazan, Russia

E. A Kudryashova

FSAEI HE "Ural Federal University, named after the first President of Russia, Boris Yeltsin"

Ekaterinburg, Russia

A. V Gerasimov

Alexander Butlerov Institute of Chemistry of FSAEI HE "Kazan (Volga Region) Federal University"

Kazan, Russia

V. S Gaviko

FSAEI HE "Ural Federal University, named after the first President of Russia, Boris Yeltsin"; FSBIS M.N. Mikheev Institute of Metal Physics of the Ural Branch of the Russian Academy of Sciences

Ekaterinburg, Russia; Ekaterinburg, Russia

D. V Tkachenko

Alexander Butlerov Institute of Chemistry of FSAEI HE "Kazan (Volga Region) Federal University"

Kazan, Russia

D. S Kopchuk

FSAEI HE "Ural Federal University, named after the first President of Russia, Boris Yeltsin"; FSBIS I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Ekaterinburg, Russia; Ekaterinburg, Russia

G. V Zyryanov

FSAEI HE "Ural Federal University, named after the first President of Russia, Boris Yeltsin"; FSBIS I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Ekaterinburg, Russia; Ekaterinburg, Russia

D. G Yakhvarov

A.E. Arbuzov Institute of Organic and Physical Chemistry – Subdivision of the FSBS "Kazan Scientific Center of the Russian Academy of Sciences"; Alexander Butlerov Institute of Chemistry of FSAEI HE "Kazan (Volga Region) Federal University"

Email: yakhvar@iopc.ru
Kazan, Russia; Kazan, Russia

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