Aryldifluoroboranes: Lewis Acidity and Catalytic Activity in the Alkylation of Phenols
Научная публикация
| Общая информация |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Оригинальная
|
| Журнал |
Molecular Catalysis
ISSN: 2468-8231
|
| Вых. Данные |
Год: 2022,
Том: 521,
Номер статьи
: 112202,
Страниц
: 6
DOI:
10.1016/j.mcat.2022.112202
|
| Ключевые слова |
Aryldifluoroboranes; Lewis acidity; Organocatalysis; Alkylation; Gutmann-Beckett method |
| Авторы |
Shmakov Mikhail M.
1
,
Prikhod'ko Sergey A.
1
,
Peshkov Roman Yu
2
,
Bardin Vadim V.
3
,
Adonin Nicolay Yu
1
|
| Организации |
| 1 |
G.K. Boreskov Institute of Catalysis SB RAS, Lavrentiev Ave. 5, 630090 Novosibirsk, Russia
|
| 2 |
Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russia
|
| 3 |
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrentiev Ave. 9, 630090 Novosibirsk, Russia
|
|
Информация о финансировании (2)
|
1
|
Российский фонд фундаментальных исследований
|
19-43-543003
|
|
2
|
Министерство науки и высшего образования Российской Федерации
|
0239-2021-0008
|
A series of aryldifluoroboranes was tested as homogeneous catalysts. The Lewis acidity of different ArBF2 was determined by the Gutmann-Beckett method. A simple linear correlation was found between the Lewis acidity of ArBF2 and the rate of phenol alkylation with styrene. Unexpected acceleration of alkylation of 4-XC6H4OH was observed in the series of X = OMe < tert-Bu < H < Br. The possible mechanism of catalysis with ArBF2 including their primary coordination with oxygen atom and the further protonation of styrene with the formed oxonium complex was proposed.