A cascade aerobic epoxidation of alkenes over Au/CeO2 and Ti-mesoporous material by “in situ” formed peroxides

The one-pot epoxidation of alkenes with O2 is performed with nano-particulated Au/CeO2 and Ti-MCM-41 silylated materials in the presence of a hydrocarbon and azobis-iso-butyronitrile (AIBN) as a promoter. This initiator is able to form organo-gold species that promote the formation of hydrocarbon (3-methyl-pentane, ethylbenzene, or cumene) hydroperoxides which in the presence of Ti-mesoporous material epoxidize the alkene in good yields. The epoxidation reaction of 1-octene with molecular oxygen (PO2=12bars) at 90 °C over AIBN–Au/CeO2 + Ti-MCM-41-silylated catalytic system results in alkene conversions close to 9% (≈40% of the maximum conversion attainable) with epoxide selectivity around 90% when working with cumene as a sacrificial hydrocarbon.

Graphical abstractAerobic epoxidation of alkenes was efficiently performed through an alternative cascade-type reaction using nano-particulated Au/CeO2 and Ti-MCM-41 silylated materials in the presence of a hydrocarbon and a promoter.Figure optionsDownload full-size imageDownload high-quality image (36 K)Download as PowerPoint slide