Transformations of 3(4)-amino-4(3)-(tert-butyl-NNO-azoxy)furoxans in the annulation reactions into 1,2,3,4-tetrazine 1,3-dioxides Научная публикация
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Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285 |
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| Вых. Данные | Год: 2017, Том: 66, Номер: 7, Страницы: 1240-1249 Страниц : 10 DOI: 10.1007/s11172-017-1879-4 | ||||
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Реферат:
Reactions of 3(4)-amino-4(3)-(tert-butyl-NNO-azoxy)furoxans with excess (NO2)2S2O7 or with a HNO3—H2SO4—Ac2O mixture unexpectedly produce [1,2,5]oxadiazolo[3,4-e]−[1,2,3,4]tetrazine 4,6-di-N-oxide (furazanotetrazine dioxide) and products of amino group oxidation (mainly to the corresponding azofuroxans) instead of the expected furoxanotetrazine dioxides. In some cases, individual (Z)-3,3´-((E)-diazene-1,2-diyl)-bis-((Z)-2-tert-butyl-1-oxidodiazenyl)-1,2,5-oxadiazole 2-oxide) was isolated. Formation of furazanotetrazine dioxides was observed in the reaction of 3-nitramino-4-(tert-butyl-NNO-azoxy)furoxan sodium salt with H2SO4 in Ac2O. Quantum chemical calculation at the DFT/B3LYP/6-31G(d) level of theory was used to estimate several aspects of the reactivity of 3(4)-nitramino-4(3)-(tert-butyl-NNO-azoxy)furoxans in a comparison with 3(4)-nitramino-4(3)-phenylfuroxans and the possible causes of the observed transformations were revealed.
Библиографическая ссылка:
Zelenov V.P.
, Fedyanin I.V.
, Khakimov D.V.
, Pivina T.S.
Transformations of 3(4)-amino-4(3)-(tert-butyl-NNO-azoxy)furoxans in the annulation reactions into 1,2,3,4-tetrazine 1,3-dioxides
Russian Chemical Bulletin. 2017. V.66. N7. P.1240-1249. DOI: 10.1007/s11172-017-1879-4 WOS Scopus OpenAlex
Transformations of 3(4)-amino-4(3)-(tert-butyl-NNO-azoxy)furoxans in the annulation reactions into 1,2,3,4-tetrazine 1,3-dioxides
Russian Chemical Bulletin. 2017. V.66. N7. P.1240-1249. DOI: 10.1007/s11172-017-1879-4 WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000415892500014 |
| Scopus: | 2-s2.0-85035121914 |
| OpenAlex: | W2769668447 |