Reactions of 5-, 6-, 7-, 8-Hydroxyquinolines and 5-Hydroxyisoquinoline with Benzene and Cyclohexane in Superacids | Sciact - CRIS-система Института катализа

Reactions of 5-, 6-, 7-, 8-Hydroxyquinolines and 5-Hydroxyisoquinoline with Benzene and Cyclohexane in Superacids Научная публикация

Журнал

Journal of Organic Chemistry
ISSN: 0022-3263 , E-ISSN: 1520-6904

Вых. Данные

Год: 2002, Том: 67, Номер: 12, Страницы: 4330-4336 Страниц : 7 DOI: 10.1021/jo020099n

Ключевые слова

Aluminum; Chlorine; Hydrogenation; Ionic conduction

Авторы

Koltunov Konstantin Yu. ¹ , Prakash G.K.Surya ¹ , Rasul Golam ¹ , Olah George A. ¹

Организации

1	Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, University Park, Los Angeles, California 90089-1661

Isomeric 5-, 6-, 7-hydroxyquinolines (11−13) and 5-hydroxyisoquinoline (14) gave N,C-diprotonated dications in CF3SO3H−SbF5 superacid medium. Compounds 11, 13, 14, and 8-hydroxyquinoline (5) underwent selective ionic hydrogenation with cyclohexane in the presence of aluminum chloride. Compounds 11 and 14 condense with benzene in the presence of aluminum halides. The detailed mechanism of reactions, which involves superelectrophilic dicationic intermediates, is discussed.

Koltunov K.Y. , Prakash G.K.S. , Rasul G. , Olah G.A.
Reactions of 5-, 6-, 7-, 8-Hydroxyquinolines and 5-Hydroxyisoquinoline with Benzene and Cyclohexane in Superacids
Journal of Organic Chemistry. 2002. V.67. N12. P.4330-4336. DOI: 10.1021/jo020099n WOS Scopus РИНЦ CAPlusCA OpenAlex

Поступила в редакцию:	11 февр. 2002 г.
Опубликована online:	11 мая 2002 г.
Опубликована в печати:	1 июн. 2002 г.

Web of science:	WOS:000176173700043
Scopus:	2-s2.0-0037077012
РИНЦ:	14258993
Chemical Abstracts:	2002:354572
Chemical Abstracts (print):	137:93497
OpenAlex:	W1972826787

БД	Цитирований
Web of science	43
Scopus	46
OpenAlex	40