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Electrochemical Approach Toward Mesoionic 1,2,3‐Triazole 1‐Imines Научная публикация

Журнал Advanced Synthesis & Catalysis
ISSN: 1615-4169 , E-ISSN: 1615-4150
Вых. Данные Год: 2024, Том: 366, Номер: 24, Страницы: 5050-5060 Страниц : 11 DOI: 10.1002/adsc.202400761
Авторы Shuvaev Alexander 1 , Feoktistov Matvey 1,2 , Teslenko Fedor 1,2 , Fershtat Leonid 1
Организации
1 Zelinsky Institute of Organic Chemistry RAS, RUSSIAN FEDERATION
2 Department of Chemistry, Moscow State University, 119991 Leninskie Gory 1–3, Moscow, Russia

Реферат: Synthetic electrochemistry may establish direct routes to a preparation of a plethora of organic substances, which are hardly accessible by conventional experimental techniques. Herein, we present an electrochemically-driven method for an assembly of a broad range of rare heterocyclic mesoionic entities –1,2,3-triazole 1-imines. These nitrogen heterocycles were prepared through a transition-metal- and exogenous oxidant-free strategy using a C/Ni electrode pair. Over 30 examples of thus synthesized 1,2,3-triazole 1-imines illustrate selectivity and practical utility of this approach. Key solvent-controlled reactivity patterns for the formation of the triazole imine scaffold were revealed indicating a modulation ability of the developed approach. These experimental findings were additionally justified based on cyclic voltammetry (CV) data and density functional theory (DFT) calculations. Moreover, according to differential scanning calorimetry (DSC) data, some of the prepared 1,2,3-triazole 1-imines correspond to the thermally stable species with an onset decomposition temperature up to 190 °C.
Библиографическая ссылка: Shuvaev A. , Feoktistov M. , Teslenko F. , Fershtat L.
Electrochemical Approach Toward Mesoionic 1,2,3‐Triazole 1‐Imines
Advanced Synthesis & Catalysis. 2024. V.366. N24. P.5050-5060. DOI: 10.1002/adsc.202400761 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:001329651000001
Scopus: 2-s2.0-85205880284
OpenAlex: W4401791398
Цитирование в БД:
БД Цитирований
OpenAlex 5
Web of science 4
Scopus 4
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