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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
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 Koltunov Konstantin Yu. 1 , Walspurger Stéphane 1 , Sommer Jean 1
Организации
1 Laboratoire de physico-chimie des hydrocarbures, UMR 7513, Universite´ L. Pasteur, 4, rue B. Pascal, 67000 Strasbourg, France

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 CAPlusCA OpenAlex
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
Цитирование в БД:
БД Цитирований
Web of science 15
Scopus 19
OpenAlex 18
Альметрики: