Реферат: Condensation of a terpene 2-carene with 4-methoxybenzaldehyde over a range of acid aluminosilicates including halloysite nanotubes (HNT) was studied for as a model for preparation of isobenzofuran derivatives with a pharmaceutical potential. The catalysts were characterized by FTIR with pyridine, UV by adsorption of 2-phenylethylamine from the aqueous phase, SEM, TEM and N-2 physisorption. The largest selectivity to the desired product (ca. 70%) over halloysite nanotubes is associated with weak acidity of these catalysts (45 mu mol/g), allowing avoiding side isomerization and condensation reactions. Moreover, the highest yield on air-dry HNT clearly indicates that weak Bronsted sites favored the reaction. On the contrary, over strong Bronsted and Lewis acids (Amberlyst-15, scandium triflate), the yield of isobenzofurans did not exceed 16% with formation of mainly 2-carene isomerization products. DFT calculations showed that interactions of the aldehyde with cyclopropane moiety of 2-carene giving isobenzofurans are more beneficial than an alternative direct attack of a proton, leading to side reactions. A possibility to reuse of HNT catalyst was confirmed. Overall, halloysite is a highly effective catalyst for production of isobenzofuran compounds based on 2-carene.

Библиографическая ссылка: Sidorenko A.Y. , Kravtsova A.V. , Mäki-Arvela P. , Aho A. , Il'ina I.V. , Li-Zhulanov N.S. , Korchagina D. , Volcho K.P. , Salakhutdinov N.F. , Murzin D.Y. , Sandberg T.
Synthesis of isobenzofuran derivatives from renewable 2-carene over halloysite nanotubes
Molecular Catalysis. 2020. V.490. 110974 :1-8. DOI: 10.1016/j.mcat.2020.110974 WOS Scopus РИНЦ OpenAlex

Даты:

Поступила в редакцию:	21 мар. 2020 г.
Принята к публикации:	19 апр. 2020 г.
Опубликована в печати:	1 июл. 2020 г.

Идентификаторы БД:

Web of science:	WOS:000541664600017
Scopus:	2-s2.0-85084216503
РИНЦ:	43282509
OpenAlex:	W3022303782

Цитирование в БД:

БД	Цитирований
Web of science	16
Scopus	16
РИНЦ	11
OpenAlex	16

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