The Ionic Liquid [bmim]Br as an Alternative Medium for the Catalytic Cleavage of Aromatic C–F and C–Cl Bonds Full article
| Journal |
Tetrahedron Letters
ISSN: 0040-4039 |
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| Output data | Year: 2010, Volume: 51, Number: 17, Pages: 2265-2268 Pages count : 4 DOI: 10.1016/j.tetlet.2010.02.104 | ||
| Tags | 1,10-Phenanthroline, 2,2′-Bipyridine, Catalysis, Hydrodehalogenation, Ionic liquids, Nickel complex, Zinc | ||
| Authors |
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| Affiliations |
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Funding (2)
| 1 | Russian Foundation for Basic Research | 08-03-01805 |
| 2 | Президиум РАН | 5.7.5 |
Abstract:
The potential of [bmim]Br as an alternative to aprotic dipolar solvents in nickel-catalyzed hydrodehalogenation reactions is demonstrated. Hydrodechlorination of pentafluorochlorobenzene proceeds under the action of zinc in aqueous [bmim]Br. Under the above conditions aromatic C–F bonds also undergo slow cleavage. The reaction is significantly accelerated in the presence of nickel complexes with 2,2′-bipyridine or 1,10-phenanthroline. In the case of pentafluoroacetanilide highly regioselective ortho-hydrodefluorination leading to the formation of 3,4,5-trifluoroacetanilide is observed.
Cite:
Prikhodʹko S.A.
, Adonin N.Y.
, Parmon V.N.
The Ionic Liquid [bmim]Br as an Alternative Medium for the Catalytic Cleavage of Aromatic C–F and C–Cl Bonds
Tetrahedron Letters. 2010. V.51. N17. P.2265-2268. DOI: 10.1016/j.tetlet.2010.02.104 WOS Scopus РИНЦ ANCAN OpenAlex
The Ionic Liquid [bmim]Br as an Alternative Medium for the Catalytic Cleavage of Aromatic C–F and C–Cl Bonds
Tetrahedron Letters. 2010. V.51. N17. P.2265-2268. DOI: 10.1016/j.tetlet.2010.02.104 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
| Submitted: | Dec 22, 2009 |
| Accepted: | Feb 19, 2010 |
| Published online: | Feb 23, 2010 |
| Published print: | Apr 28, 2010 |
Identifiers:
| Web of science: | WOS:000276588100015 |
| Scopus: | 2-s2.0-77949566907 |
| Elibrary: | 29513271 |
| Chemical Abstracts: | 2010:399334 |
| Chemical Abstracts (print): | 153:11291 |
| OpenAlex: | W2950692037 |