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The charge-assisted hydrogen-bonded organic framework (CAHOF) self-assembled from the conjugated acid of tetrakis(4-aminophenyl)methane and 2,6-naphthalenedisulfonate as a new class of recyclable Brønsted acid catalysts
Автор | Kuznetsova, S. A. | |
Автор | Gak, A. S. | |
Автор | Nelyubina, Y. V. | |
Автор | Larionov, V. A. | |
Автор | Li, H. | |
Автор | North, M. | |
Автор | Zhereb, V. P. | |
Автор | Smol'Yakov, A. F. | |
Автор | Dmitrienko, A. O. | |
Автор | Medvedev, M. G. | |
Автор | Gerasimov, I. S. | |
Автор | Saghyan, A. S. | |
Автор | Belokon, Y. N. | |
Дата внесения | 2021-08-13T09:32:07Z | |
Дата, когда ресурс стал доступен | 2021-08-13T09:32:07Z | |
Дата публикации | 2020-05 | |
Библиографическое описание | Kuznetsova, S. A. The charge-assisted hydrogen-bonded organic framework (CAHOF) self-assembled from the conjugated acid of tetrakis(4-aminophenyl)methane and 2,6-naphthalenedisulfonate as a new class of recyclable Brønsted acid catalysts [Текст] / S. A. Kuznetsova, A. S. Gak, Y. V. Nelyubina, V. A. Larionov, H. Li, M. North, V. P. Zhereb, A. F. Smol'Yakov, A. O. Dmitrienko, M. G. Medvedev, I. S. Gerasimov, A. S. Saghyan, Y. N. Belokon // Beilstein Journal of Organic Chemistry. — 2020. — Т. 16. — С. 1124-1134 | |
ISSN | 18605397 | |
URI (для ссылок/цитирований) | https://www.beilstein-journals.org/bjoc/articles/16/99 | |
URI (для ссылок/цитирований) | https://elib.sfu-kras.ru/handle/2311/142718 | |
Аннотация | The acid–base neutralization reaction of commercially available disodium 2,6-naphthalenedisulfonate (NDS, 2 equivalents) and the tetrahydrochloride salt of tetrakis(4-aminophenyl)methane (TAPM, 1 equivalent) in water gave a novel three-dimensional chargeassisted hydrogen-bonded framework (CAHOF, F-1). The framework F-1 was characterized by X-ray diffraction, TGA, elemental analysis, and 1H NMR spectroscopy. The framework was supported by hydrogen bonds between the sulfonate anions and the ammonium cations of NDS and protonated TAPM moieties, respectively. The CAHOF material functioned as a new type of catalytically active Brønsted acid in a series of reactions, including the ring opening of epoxides by water and alcohols. A Diels–Alder reaction between cyclopentadiene and methyl vinyl ketone was also catalyzed by F-1 in heptane. Depending on the polarity of the solvent mixture, the CAHOF F-1 could function as a purely heterogeneous catalyst or partly dissociate, providing some dissolved F-1 as the real catalyst. In all cases, the catalyst could easily be recovered and recycled. | |
Тема | Brønsted acid catalyst | |
Тема | charge-assisted hydrogen-bonded framework | |
Тема | Diels–Alder | |
Тема | epoxide ring opening | |
Тема | heterogeneous catalyst | |
Название | The charge-assisted hydrogen-bonded organic framework (CAHOF) self-assembled from the conjugated acid of tetrakis(4-aminophenyl)methane and 2,6-naphthalenedisulfonate as a new class of recyclable Brønsted acid catalysts | |
Тип | Journal Article | |
Тип | Published Journal Article | |
Страницы | 1124-1134 | |
Дата обновления | 2021-08-13T09:32:07Z | |
DOI | 10.3762/bjoc.16.99 | |
Институт | Институт цветных металлов и материаловедения | |
Подразделение | Металловедение и термическая обработка металлов им. В.С. Биронта | |
Журнал | Beilstein Journal of Organic Chemistry | |
Квартиль журнала в Scopus | Q2 | |
Квартиль журнала в Web of Science | Q2 |