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

Carmela Aprile; Avelino Corma; Marcelo E. Domine; Hermenegildo Garcia; Chris Mitchell

doi:10.1016/j.jcat.2009.03.010

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

Carmela Aprile, Avelino Corma, Marcelo E. Domine, Hermenegildo Garcia, Chris Mitchell

Unit of nanomaterials chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

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 (P_O2 = 12 bars) 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.

Original language	English
Pages (from-to)	44-53
Number of pages	10
Journal	Journal of Catalysis
Volume	264
Issue number	1
DOIs	https://doi.org/10.1016/j.jcat.2009.03.010
Publication status	Published - 15 May 2009

Keywords

Aerobic oxidation
Alkene epoxidation
Gold catalyst
Peroxide generation
Ti-mesoporous material

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10.1016/j.jcat.2009.03.010

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abstract = "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 = 12 bars) 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.",

keywords = "Aerobic oxidation, Alkene epoxidation, Gold catalyst, Peroxide generation, Ti-mesoporous material",

author = "Carmela Aprile and Avelino Corma and Domine, {Marcelo E.} and Hermenegildo Garcia and Chris Mitchell",

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AU - Aprile, Carmela

AU - Corma, Avelino

AU - Domine, Marcelo E.

AU - Garcia, Hermenegildo

AU - Mitchell, Chris

PY - 2009/5/15

Y1 - 2009/5/15

N2 - 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 = 12 bars) 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.

AB - 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 = 12 bars) 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.

KW - Aerobic oxidation

KW - Alkene epoxidation

KW - Gold catalyst

KW - Peroxide generation

KW - Ti-mesoporous material

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ER -

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

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Keywords

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