Activation of alkyl halides via a silver-catalyzed carbene insertion process.
The silver complex [HB(3,5-(CF3)2Pz)3]Ag(THF) featuring a highly fluorinated tris(pyrazolyl)borate ligand catalyzes the formation of aliphatic carbon-halogen bond activation products under remarkably mild conditions. For example, the reaction between CHCl3 and ethyl diazoacetate (EDA) at room temperature in the presence of the silver catalyst afforded HClC(CO2Et)CCl2H in 60% yield. The presence of beta-hydrogens on the alkyl halide leads to net hydrogen halide addition to the carbene and an alkene.
Dias
H V Rasika
HV
Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, Texas 76019, USA. dias@uta.edu
Browning
R Greg
RG
Polach
Sharon A
SA
Diyabalanage
Himashinie V K
HV
Lovely
Carl J
CJ