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Stoichiometric and catalytic aryl-perfluoroalkyl coupling at tri-tert-butylphosphine palladium(II) complexes
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Ferguson, DM, Bour, JR, Canty, AJ, Kampf, JW and Sanford, MS 2017
, 'Stoichiometric and catalytic aryl-perfluoroalkyl coupling at tri-tert-butylphosphine palladium(II) complexes'
, Journal of the American Chemical Society, vol. 139, no. 34
, pp. 11662-11665
, doi: 10.1021/jacs.7b05216.
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Abstract
This Communication describes studies of Ph–RF (RF = CF3 or CF2CF3) coupling at Pd complexes of general structure (PtBu3)PdII(Ph)(RF). The CF3 analogue participates in fast Ph-CF3 coupling (α-fluoride elimination at the 3-coordinate PdII complex. Furthermore, they show that this undesired pathway can be circumvented by changing from a CF3 to a CF2CF3 ligand. Ultimately, the insights gained from stoichiometric studies enabled the identification of Pd(PtBu3)2 as a catalyst for the Pd-catalyzed cross-coupling of aryl bromides with TMSCF2CF3 to afford pentafluoroethylated arenes.
| Item Type: | Article |
|---|---|
| Authors/Creators: | Ferguson, DM and Bour, JR and Canty, AJ and Kampf, JW and Sanford, MS |
| Keywords: | catalysis, palladium, fluorocarbon, DFT |
| Journal or Publication Title: | Journal of the American Chemical Society |
| Publisher: | American Chemical Society |
| ISSN: | 0002-7863 |
| DOI / ID Number: | 10.1021/jacs.7b05216 |
| Copyright Information: | Copyright 2017 American Chemical Society |
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| Item Statistics: | View statistics for this item |
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