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
{"title":"Synthesis, Structure, and Thermochemical and Electrochemical Properties of Schiff Bases of the Pyridine and Quinoline Series","authors":"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","doi":"10.1134/S1070428025603310","DOIUrl":null,"url":null,"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>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 7","pages":"1342 - 1351"},"PeriodicalIF":0.9000,"publicationDate":"2025-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428025603310","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
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.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.