Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates Научная публикация
Журнал |
Catalysis Letters
ISSN: 1011-372X , E-ISSN: 1572-879X |
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Вых. Данные | Год: 2004, Том: 98, Номер: 2-3, Страницы: 89-94 Страниц : 6 DOI: 10.1007/s10562-004-7919-3 | ||
Ключевые слова | (Super) electrophilic activation, Benzaldehyde, Ionic hydrogenation, Superacids, Zeolites | ||
Авторы |
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Организации |
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Информация о финансировании (2)
1 | University of Southern California | |
2 | French National Centre for Scientific Research |
Реферат:
Reactions of benzaldehyde (1) and related compounds–3-pyridinecarboxaldehyde (9) and acetophenone with benzene, chlorobenzene, o-dichlorobenzene and cyclohexane in the presence of superacids or H-form zeolite, HUSY were (re)investigated. In accordance with previous data, 1 condenses with benzene in triflic acid (CF3SO3H) as well as on HUSY to give triphenylmethane. At elevated temperature 1 also reacts with chlorobenzene but is inert towards o-dichlorobenzene. While 1 does not react with cyclohexane in CF3SO3H−SbF5, 9 undergoes readily selective ionic hydrogenation to give 3-pyridilcarbinol (14). In the presence of excess of AlCl3, however, as well as on HUSY, 1 reacts with cyclohexane to produce toluene. The mechanistic aspects of these reactions are discussed. Opposed to earlier, repeatedly cited suggestions that the reactivity of 1 involves, as in case of 9, superelectrophilic diprotonated species, we show that a monocationic intermediate is the best rationale for these results
Библиографическая ссылка:
Koltunov K.Y.
, Walspurger S.
, Sommer J.
Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates
Catalysis Letters. 2004. V.98. N2-3. P.89-94. DOI: 10.1007/s10562-004-7919-3 WOS Scopus РИНЦ
Superacid and H-Zeolite Mediated Reactions of Benzaldehyde with Aromatic Compounds and Cyclohexane. The Role of Mono- and Dicationic Intermediates
Catalysis Letters. 2004. V.98. N2-3. P.89-94. DOI: 10.1007/s10562-004-7919-3 WOS Scopus РИНЦ
Даты:
Поступила в редакцию: | 23 июл. 2004 г. |
Принята к публикации: | 27 июл. 2004 г. |
Опубликована в печати: | 1 нояб. 2004 г. |
Идентификаторы БД:
Web of science | WOS:000224920200005 |
Scopus | 2-s2.0-8744261829 |
РИНЦ | 13467953 |
Chemical Abstracts | 2004:938436 |
Chemical Abstracts (print) | 142:93456 |
OpenAlex | W2082708601 |