Palladium-Catalysed Carbon-Fluorine and Carbon-Hydrogen Bond Alumination of Fluoroarenes and Heteroarenes
DOI: 10.14469/hpc/2663 Metadata
Created: 2017-06-15 10:23
Last modified: 2017-08-15 10:18
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Co-author: Andrew White Co-author: Mark Crimmin
Description
Through serendipitous discovery, a palladium bis(phosphine) complex was identified as a catalyst for the selective transformation of sp2CâF and sp2CâH bonds of fluoroarenes and heteroarenes to sp2CâAl bonds (19 examples, 1 mol% Pd loading). The carbonâfluorine bond functionalization reaction is highly selec-tive for the formation of organoaluminum products in preference to hydrodefluorination products (selectivity = 4.4:1 to 27:1). Evidence is presented for a two step mechanism in which hydrodefluorination is followed by sp2CâH alumination.
Members
| DOI | Description |
|---|---|
| 10.14469/hpc/2664 | Compound 3m |
| 10.14469/hpc/2665 | Compound 3n |
| 10.14469/hpc/2666 | Compound 3o |
| 10.14469/hpc/2667 | Compound 3p |
| 10.14469/hpc/2668 | Compound 3q |
| 10.14469/hpc/2669 | Compound 3r |
| 10.14469/hpc/2670 | Compound 3s |
| 10.14469/hpc/2671 | Compound 3t |
| 10.14469/hpc/2672 | Compound 3l |
| 10.14469/hpc/2673 | Compound 3k |
| 10.14469/hpc/2674 | Substrate NMR |