Generation of Methylene by the Liquid Phase Oxidation of Isobutene with Nitrous Oxide Научная публикация
| Журнал |
Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416 |
||
|---|---|---|---|
| Вых. Данные | Год: 2018, Том: 74, Номер: 27, Страницы: 3589-3595 Страниц : 7 DOI: 10.1016/j.tet.2018.05.022 | ||
| Ключевые слова | Olefins; Nitrous oxide; 1,3-Dipolar cycloaddition; Oxidation; Methylene | ||
| Авторы |
|
||
| Организации |
|
Информация о финансировании (1)
| 1 | Федеральное агентство научных организаций России | 0303-2016-0006 (V.44.1.6) |
Реферат:
The application of nitrous oxide as an alternative oxidant provides new opportunities for selective oxidation of olefins. Here, we studied for the first time the thermal oxidation of isobutene with N2O in the liquid phase. The study revealed that the oxidation proceeds via 1,3-dipolar cycloaddition of N2O to the Cdouble bond; length as m-dashC bond by two routes forming unstable 4,5-dihydro-[1,2,3]-oxadiazole intermediates. The main route (the contribution of 91%) includes the addition of the N2O oxygen to the second carbon atom in olefin. In this case, the oxadiazole decomposes with the Csingle bondC bond cleavage yielding acetone, methylene (:CH2), and N2. The methylene then readily reacts with isobutene and benzene (solvent). The minor route involves the addition of the N2O oxygen to the first carbon atom and the oxadiazole decomposition with a hydrogen shift leading to isobutanal and N2.
The main distinctive feature of the studied reaction is the formation of methylene in high yield.
Библиографическая ссылка:
Semikolenov S.
, Ivanov D.
, Babushkin D.
, Malykhin S.
, Kharitonov A.
, Dubkov K.
Generation of Methylene by the Liquid Phase Oxidation of Isobutene with Nitrous Oxide
Tetrahedron. 2018. V.74. N27. P.3589-3595. DOI: 10.1016/j.tet.2018.05.022 WOS Scopus РИНЦ CAPlusCA OpenAlex
Generation of Methylene by the Liquid Phase Oxidation of Isobutene with Nitrous Oxide
Tetrahedron. 2018. V.74. N27. P.3589-3595. DOI: 10.1016/j.tet.2018.05.022 WOS Scopus РИНЦ CAPlusCA OpenAlex
Даты:
| Поступила в редакцию: | 17 янв. 2018 г. |
| Принята к публикации: | 7 мая 2018 г. |
| Опубликована online: | 17 мая 2018 г. |
| Опубликована в печати: | 5 июл. 2018 г. |
Идентификаторы БД:
| Web of science: | WOS:000436218100014 |
| Scopus: | 2-s2.0-85047076754 |
| РИНЦ: | 41780973 |
| Chemical Abstracts: | 2018:986077 |
| Chemical Abstracts (print): | 169:51037 |
| OpenAlex: | W2803870733 |