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- Title
Palladium-Catalyzed Carbon-Fluorine and Carbon-Hydrogen Bond Alumination of Fluoroarenes and Heteroarenes.
- Authors
Chen, Wenyi; Hooper, Thomas N.; Ng, Jamues; White, Andrew J. P.; Crimmin, Mark R.
- Abstract
Through serendipitous discovery, a palladium bis(phosphine) complex was identified as a catalyst for the selective transformation of sp2C−F and sp2C−H bonds of fluoroarenes and heteroarenes to sp2C−Al bonds (19 examples, 1 mol % Pd loading). The carbon-fluorine bond functionalization reaction is highly selective for the formation of organoaluminium products in preference to hydrodefluorination products (selectivity=4.4:1 to 27:1). Evidence is presented for a tandem catalytic process in which hydrodefluorination is followed by sp2C−H alumination.
- Subjects
AROMATIC fluorine compounds; HETEROARENES; PALLADIUM catalysts; HYDROGEN bonding; FLUORINATION; CARBON-hydrogen bonds
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 41, p12861
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201706378