Palladium-Catalysed Carbon-Fluorine and Carbon-Hydrogen Bond Alumination of Fluoroarenes and Heteroarenes
Created: 2017-06-15 10:23
Last modified: 2017-08-15 10:18
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
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.