Oxygen replacement by fluorine in carbonyl derivatives of perfluoroaromatic compounds and isomerization of perfluoroindan-1,3-dione to perfluoro-3-methylenephthalide under the action of HF/SbF5 Научная публикация
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Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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| Вых. Данные | Год: 2006, Том: 127, Номер: 12, Страницы: 1574-1583 Страниц : DOI: 10.1016/j.jfluchem.2006.08.006 | ||
| Ключевые слова | perfluorinated; acetophenone; benzoic acid; phthalic anhydride; indan-1-one; indan-2-one; indan-1,3-dione; 3,4-dihydronaphthalen-1(2H)-one; 2,3-dihydronaphthalene-1,4-dione; benzocyclobutenone; benzocyclobutenedione; antimony pentafluoride; replacement of carbonyl oxygen by fluorine | ||
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Реферат:
When acted upon by HF/SbF5 at 95 degrees C, carbonyl groups of perfluorinated acetophenone (10), 3,4-dihydronaphthalen-1(2H)-one (8), 2,3-dihydronaphthalene-1,4-dione (9), benzocyclobutenone (6), benzocyclobutenedione (7) and indan-l-one (1) are converted into difluoromethylene groups to give the corresponding perfluoroaromatic products. Perfluoroindan-2-one (5), under the same conditions, is transformed to bis(perfluoroindan-2-yl) ether (21). On heating with HF/SbF5, perfluoroindan-1,3-dione (2) isomerizes into perfluoro-3-methylenephthalide (4) at 95 degrees C, and gives 4,5,6,7-tetrafluoro-3-trifluoromethyl-phthalide (14) at 130 degrees C. Compound 4 in the absence of a solvent dimerizes giving perfluorodispiro[phthalide-3,1 '-cyclobutane-2 ',3 ''-phthalide] (18), and when heated with SbF5 at 130 degrees C, it is converted into perfluoro-3-methylphthalide (3). When acted upon by HF/SbF5 at 95 degrees C, perfluorinated benzoic acid (12) and phthalic anhydride (13) give the corresponding products with trifluoromethyl groups. (c) 2006 Elsevier B.V. All rights reserved.
Библиографическая ссылка:
Zonov Y.V.
, Karpov V.M.
, Platonov V.E.
, Rybalova T.V.
, Gatilov Y.V.
Oxygen replacement by fluorine in carbonyl derivatives of perfluoroaromatic compounds and isomerization of perfluoroindan-1,3-dione to perfluoro-3-methylenephthalide under the action of HF/SbF5
Journal of Fluorine Chemistry. 2006. V.127. N12. P.1574-1583. DOI: 10.1016/j.jfluchem.2006.08.006 WOS Scopus РИНЦ OpenAlex
Oxygen replacement by fluorine in carbonyl derivatives of perfluoroaromatic compounds and isomerization of perfluoroindan-1,3-dione to perfluoro-3-methylenephthalide under the action of HF/SbF5
Journal of Fluorine Chemistry. 2006. V.127. N12. P.1574-1583. DOI: 10.1016/j.jfluchem.2006.08.006 WOS Scopus РИНЦ OpenAlex
Даты:
| Опубликована в печати: | 1 дек. 2006 г. |
Идентификаторы БД:
| Web of science: | WOS:000242796300007 |
| Scopus: | 2-s2.0-33750946625 |
| РИНЦ: | 13517946 |
| OpenAlex: | W2952363291 |