Aryldifluoroboranes: Lewis Acidity and Catalytic Activity in the Alkylation of Phenols Full article
| Journal |
Molecular Catalysis
ISSN: 2468-8231 |
||||||
|---|---|---|---|---|---|---|---|
| Output data | Year: 2022, Volume: 521, Article number : 112202, Pages count : 6 DOI: 10.1016/j.mcat.2022.112202 | ||||||
| Tags | Aryldifluoroboranes; Lewis acidity; Organocatalysis; Alkylation; Gutmann-Beckett method | ||||||
| Authors |
|
||||||
| Affiliations |
|
Funding (2)
| 1 | Russian Foundation for Basic Research | 19-43-543003 |
| 2 | Ministry of Science and Higher Education of the Russian Federation | 0239-2021-0008 |
Abstract:
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.
Cite:
Shmakov M.M.
, Prikhod'ko S.A.
, Peshkov R.Y.
, Bardin V.V.
, Adonin N.Y.
Aryldifluoroboranes: Lewis Acidity and Catalytic Activity in the Alkylation of Phenols
Molecular Catalysis. 2022. V.521. 112202 :1-6. DOI: 10.1016/j.mcat.2022.112202 WOS Scopus РИНЦ ANCAN OpenAlex
Aryldifluoroboranes: Lewis Acidity and Catalytic Activity in the Alkylation of Phenols
Molecular Catalysis. 2022. V.521. 112202 :1-6. DOI: 10.1016/j.mcat.2022.112202 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
| Submitted: | Dec 21, 2021 |
| Accepted: | Feb 23, 2022 |
| Published online: | Feb 28, 2022 |
| Published print: | Mar 1, 2022 |
Identifiers:
| Web of science: | WOS:000779935000003 |
| Scopus: | 2-s2.0-85125306295 |
| Elibrary: | 48186332 |
| Chemical Abstracts: | 2022:582843 |
| Chemical Abstracts (print): | 178:175400 |
| OpenAlex: | W4214525776 |