Spirocyclic Nitroxides as Versatile Tools in Modern Natural Sciences: From Synthesis to Applications. Part I. Old and New Synthetic Approaches to Spirocyclic Nitroxyl Radicals Обзор
Журнал |
Molecules
, E-ISSN: 1420-3049 |
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Вых. Данные | Год: 2021, Том: 26, Номер: 3, Номер статьи : 677, Страниц : DOI: 10.3390/molecules26030677 | ||
Ключевые слова | spirocyclic nitroxides; recyclization; condensation; 1; 3-dipolar cycloaddition; TEMPO; PROXYL; 3-imidazoline nitroxides; DOXYL; bis-nitroxides; molecular structure; EPR | ||
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Реферат:
Spirocyclic nitroxyl radicals (SNRs) are stable paramagnetics bearing spiro-junction at alpha-, beta-, or gamma-carbon atom of the nitroxide fragment, which is part of the heterocyclic system. Despite the fact that the first representatives of SNRs were obtained about 50 years ago, the methodology of their synthesis and their usage in chemistry and biochemical applications have begun to develop rapidly only in the last two decades. Due to the presence of spiro-function in the SNRs molecules, the latter have increased stability to various reducing agents (including biogenic ones), while the structures of the biradicals (SNBRs) comprises a rigid spiro-fused core that fixes mutual position and orientation of nitroxide moieties that favors their use in dynamic nuclear polarization (DNP) experiments. This first review on SNRs will give a glance at various strategies for the synthesis of spiro-substituted, mono-, and bis-nitroxides on the base of six-membered (piperidine, 1,2,3,4-tetrahydroquinoline, 9,9 '(10H,10H ')-spirobiacridine, piperazine, and morpholine) or five-membered (2,5-dihydro-1H-pyrrole, pyrrolidine, 2,5-dihydro-1H-imidazole, 4,5-dihydro-1H-imidazole, imidazolidine, and oxazolidine) heterocyclic cores.
Библиографическая ссылка:
Zaytseva E.V.
, Mazhukin D.G.
Spirocyclic Nitroxides as Versatile Tools in Modern Natural Sciences: From Synthesis to Applications. Part I. Old and New Synthetic Approaches to Spirocyclic Nitroxyl Radicals
Molecules. 2021. V.26. N3. 677 . DOI: 10.3390/molecules26030677 WOS Scopus
Spirocyclic Nitroxides as Versatile Tools in Modern Natural Sciences: From Synthesis to Applications. Part I. Old and New Synthetic Approaches to Spirocyclic Nitroxyl Radicals
Molecules. 2021. V.26. N3. 677 . DOI: 10.3390/molecules26030677 WOS Scopus
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Опубликована online: | 28 янв. 2021 г. |
Идентификаторы:
Web of science | WOS:000615457000001 |
Scopus | 2-s2.0-85100820442 |
OpenAlex | W3126407726 |