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C–F bond activation of perfluorinated arenes by a bioxazoline-derived N-heterocyclic carbene
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Emerson-King, Jack, Hauser, Simone A. and Chaplin, Adrian B. (2017) C–F bond activation of perfluorinated arenes by a bioxazoline-derived N-heterocyclic carbene. Organic and Biomolecular Chemistry, 15 (4). pp. 787-789. doi:10.1039/C6OB02556K
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Official URL: http://dx.doi.org/10.1039/C6OB02556K
Abstract
The N-heterocyclic carbene IBioxMe4 enacts selective single and double C–F bond activation of octafluorotoluene and hexafluorobenzene, respectively. The formation of the fluoroarene substituted, zwitterionic imidazoliumolate products is consistent with a mechanism involving nucleophilic aromatic substitution and subsequent oxazoline ring opening by liberated fluoride.
| Item Type: | Journal Article | ||||||||
|---|---|---|---|---|---|---|---|---|---|
| Subjects: | Q Science > QD Chemistry | ||||||||
| Divisions: | Faculty of Science > Chemistry | ||||||||
| Library of Congress Subject Headings (LCSH): | Carbenes (Methylene compounds), Aromatic compounds, Organic compounds -- Synthesis, Heterocyclic compounds | ||||||||
| Journal or Publication Title: | Organic and Biomolecular Chemistry | ||||||||
| Publisher: | RSC | ||||||||
| ISSN: | 1477-0520 | ||||||||
| Official Date: | 22 December 2017 | ||||||||
| Dates: |
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| Date of first compliant deposit: | 2 March 2017 | ||||||||
| Volume: | 15 | ||||||||
| Number: | 4 | ||||||||
| Page Range: | pp. 787-789 | ||||||||
| DOI: | 10.1039/C6OB02556K | ||||||||
| Status: | Peer Reviewed | ||||||||
| Publication Status: | Published | ||||||||
| Access rights to Published version: | Open Access | ||||||||
| Funder: | Engineering and Physical Sciences Research Council (EPSRC), Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung [Swiss National Science Foundation] (SNSF), Royal Society (Great Britain), University of Warwick, Advantage West Midlands (AWM), European Regional Development Fund (ERDF) |
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