Allylic oxidations of terminal olefins using a palladium thioether catalyst.
A palladium catalyst that converts terminal olefins to linear allylic acetates at lower catalyst loadings and faster reaction times than current systems is reported. This reaction can be conducted using benzoquinone as the oxidizing agent or catalytic amounts of copper and hydroquinone under one atmosphere of oxygen. Preliminary reactivity studies of pi-allylpalladium complexes under our reaction conditions do not provide results similar to those obtained in the catalytic reaction, which may suggest an alternative reaction pathway. The palladium catalyst is ligated by an aryloxyalkyl aryl sulfide, which is identified as a new ligand for homogeneous catalysis.
Henderson
William H
WH
Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.
Check
Christopher T
CT
Proust
Nicolas
N
Stambuli
James P
JP