Cross-Coupling of [2-Aryl-1,1,2,2-tetrafluoroethyl](trimethyl)silanes with Aryl Halides

O�Duill, Miriam; Dubost, Emmanuelle; Pfeifer, Lukas; Gouverneur, V�ronique

Abstract

The synthesis of arylCF2CF2SiMe3 and their reactivity in cross-coupling reactions with aryl iodides and aryl bromides to afford a range of 1,1,2,2-tetrafluoro-1,2-arylethanes is reported. The use of pyridine as an alternative to phenanthroline, and the ability to carry out the reaction at 60 °C or room temperature are the key features of this Cu–Ag mediated cross-coupling methodology. The chemistry is compatible with (hetero)aryl halides, offering a platform to develop products of interest in material and medicinal chemistry.

Citation

O’Duill, M., Dubost, E., Pfeifer, L., & Gouverneur, V. (2015). Cross-Coupling of [2-Aryl-1,1,2,2-tetrafluoroethyl](trimethyl)silanes with Aryl Halides. Organic Letters, 17(14), 3466-3469. https://doi.org/10.1021/acs.orglett.5b01510

• Journal Article Type: Article
• Acceptance Date: Jul 1, 2015
• Publication Date: Jul 17, 2015
• Deposit Date: Jun 26, 2020
• Publicly Available Date: Sep 18, 2020
• Journal: Organic Letters
• Print ISSN: 1523-7060
• Electronic ISSN: 1523-7052
• Publisher: American Chemical Society
• Peer Reviewed: Peer Reviewed
• Volume: 17
• Issue: 14
• Pages: 3466-3469
• DOI: https://doi.org/10.1021/acs.orglett.5b01510
• Public URL: https://nottingham-repository.worktribe.com/output/4711287
• Publisher URL: https://pubs.acs.org/doi/10.1021/acs.orglett.5b01510
• Additional Information: Copyright © 2015 American Chemical Society