118270-77-2Relevant academic research and scientific papers
A survey of sulfide ligands for allylic C-H oxidations of terminal olefins
Le, Chichip Q.,Kunchithapatham, Kamala,Henderson, William H.,Check, Christopher T.,Stambuli, James P.
, p. 11153 - 11157 (2013)
Perfect to a THT! Screening a diverse library of thioether ligands led to the discovery of tetrahydrothiophene (THT) as a highly reactive and selective ligand for Pd-catalyzed allylic C-H oxidation reactions (see scheme). This novel ligand system provides some of the highest reported yields for the formation of (E)-linear allylic acetates through allylic C-H activation chemistry (BQ = 1,4-benzoquinone). Copyright
Allylic oxidations of terminal olefins using a palladium thioether catalyst
Henderson, William H.,Check, Christopher T.,Proust, Nicolas,Stambuli, James P.
supporting information; scheme or table, p. 824 - 827 (2010/04/06)
"Chemical equation presented" 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 π-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.
