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

Unite de recherche en chimie des nanomateriaux

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

Résumé

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.

langue originale	Anglais
Pages (de - à)	44-53
Nombre de pages	10
journal	Journal of Catalysis
Volume	264
Numéro de publication	1
Les DOIs	https://doi.org/10.1016/j.jcat.2009.03.010
Etat de la publication	Publié - 15 mai 2009

Accès au document

10.1016/j.jcat.2009.03.010

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Contient cette citation

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

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",

year = "2009",

month = may,

day = "15",

doi = "10.1016/j.jcat.2009.03.010",

language = "English",

volume = "264",

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journal = "Journal of Catalysis",

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TY - JOUR

T1 - A cascade aerobic epoxidation of alkenes over Au/CeO2 and Ti-mesoporous material by "in situ" formed peroxides

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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U2 - 10.1016/j.jcat.2009.03.010

DO - 10.1016/j.jcat.2009.03.010

M3 - Article

AN - SCOPUS:65649125324

VL - 264

SP - 44

EP - 53

JO - Journal of Catalysis

JF - Journal of Catalysis

SN - 0021-9517

IS - 1