Title | Direct C-F Bond Formation Using Photoredox Catalysis |
Publication Type | Journal Article |
Year of Publication | 2014 |
Authors | Rueda-Becerril, M, Mahe, O, Drouin, M, Majewski, MB, West, JG, Wolf, MO, Sammis, GM, Paquin, J-F |
Journal | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY |
Volume | 136 |
Pagination | 2637-2641 |
Date Published | FEB 12 |
ISSN | 0002-7863 |
Abstract | We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the (MLCT)-M-3 (triplet metal-to-ligand charge transfer) state of Ru(bpy)(3)(2+) to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations. |
DOI | 10.1021/ja412083f |