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. 2018 May 2;24(25):6543-6546.
doi: 10.1002/chem.201801305. Epub 2018 Apr 17.

Catalytic Hydrodefluorination of C-F Bonds by an Air-Stable PIII Lewis Acid

Saurabh S Chitnis  1 , Felix Krischer  1 , Douglas W Stephan  1
Affiliations

Catalytic Hydrodefluorination of C-F Bonds by an Air-Stable PIII Lewis Acid

Saurabh S Chitnis et al. Chemistry. .

Abstract

Catalytic hydrodefluorination (HDF) of unactivated fluoroalkanes or CF3 -substituted aryl species is performed using the PIII Lewis acids, [(bipy)PPh]2+ (12+ ) and [(terpy)PPh]2+ (22+ ) under mild conditions (25 or 50 °C). Mechanistic studies indicate that activation of C-F bond by the PIII center is key. Particularly noteworthy is that the catalyst 2[B(C6 F5 )4 ]2 is air-stable and readily accessible from bench-stable, commercially available reagents in one-step and can be used without isolation.

Keywords: Lewis acids; catalysis; dications; hydrodefluorination; phosphorus.

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