Activation of Alkyl Halides via a Silver-Catalyzed Carbene Insertion Process
- 15 July 2003
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (31) , 9270-9271
- https://doi.org/10.1021/ja034801o
Abstract
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 β-hydrogens on the alkyl halide leads to net hydrogen halide addition to the carbene and an alkene.Keywords
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