Investigation into the mechanism of polyoxotungstates-catalyzed cyclooctene epoxidation by ESI-MS

Linyuan Fan; Yayu Hong; Jie Cao; Changwen Hu

doi:10.1039/c6ra09561e

Investigation into the mechanism of polyoxotungstates-catalyzed cyclooctene epoxidation by ESI-MS

Linyuan Fan
, Yayu Hong
, Jie Cao^*
, Changwen Hu

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

7 Citations (Scopus)

Abstract

The reaction process of cyclooctene epoxidation was real-time monitored by ESI-MS using H₃PW₁₂O₄₀ and H₂WO₄ as catalysts. By observing the species changes of the catalysts in the reaction solutions and the combination of catalysts with the substrate, a catalytic reaction mechanism of polyoxometalate clusters was proposed from the aspect of aggregation and dissociation. When H₃PW₁₂O₄₀ was used as the catalyst, it was degraded into minor peroxo-species [PW₄O_16-x(O₂)_x]^3- (x = 0, 2, 4, 6, 8) which performed as the active center of the epoxidation of cyclooctene. When H₂WO₄ was used as the catalyst, it reacted with H₂O₂ and generated mononuclear tungsten peroxo-species [HWO₂(O₂)₂]^- and [HWO₂(O₂)₃]^-. After the addition of cyclooctene, the peroxo-species catalyzed the epoxidation of cyclooctene, generating 1,2-epoxycyclooctane and combining with 1,2-epoxycyclooctane to form the intermediate [HW₂(O₂)₂O₅(C₈H₁₄O)₂]^-.

Original language	English
Pages (from-to)	56656-56660
Number of pages	5
Journal	RSC Advances
Volume	6
Issue number	61
DOIs	https://doi.org/10.1039/c6ra09561e
Publication status	Published - 2016

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title = "Investigation into the mechanism of polyoxotungstates-catalyzed cyclooctene epoxidation by ESI-MS",

abstract = "The reaction process of cyclooctene epoxidation was real-time monitored by ESI-MS using H3PW12O40 and H2WO4 as catalysts. By observing the species changes of the catalysts in the reaction solutions and the combination of catalysts with the substrate, a catalytic reaction mechanism of polyoxometalate clusters was proposed from the aspect of aggregation and dissociation. When H3PW12O40 was used as the catalyst, it was degraded into minor peroxo-species [PW4O16-x(O2)x]3- (x = 0, 2, 4, 6, 8) which performed as the active center of the epoxidation of cyclooctene. When H2WO4 was used as the catalyst, it reacted with H2O2 and generated mononuclear tungsten peroxo-species [HWO2(O2)2]- and [HWO2(O2)3]-. After the addition of cyclooctene, the peroxo-species catalyzed the epoxidation of cyclooctene, generating 1,2-epoxycyclooctane and combining with 1,2-epoxycyclooctane to form the intermediate [HW2(O2)2O5(C8H14O)2]-.",

author = "Linyuan Fan and Yayu Hong and Jie Cao and Changwen Hu",

note = "Publisher Copyright: {\textcopyright} 2016 The Royal Society of Chemistry.",

year = "2016",

doi = "10.1039/c6ra09561e",

language = "English",

volume = "6",

pages = "56656--56660",

journal = "RSC Advances",

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TY - JOUR

T1 - Investigation into the mechanism of polyoxotungstates-catalyzed cyclooctene epoxidation by ESI-MS

AU - Fan, Linyuan

AU - Hong, Yayu

AU - Cao, Jie

AU - Hu, Changwen

PY - 2016

Y1 - 2016

N2 - The reaction process of cyclooctene epoxidation was real-time monitored by ESI-MS using H3PW12O40 and H2WO4 as catalysts. By observing the species changes of the catalysts in the reaction solutions and the combination of catalysts with the substrate, a catalytic reaction mechanism of polyoxometalate clusters was proposed from the aspect of aggregation and dissociation. When H3PW12O40 was used as the catalyst, it was degraded into minor peroxo-species [PW4O16-x(O2)x]3- (x = 0, 2, 4, 6, 8) which performed as the active center of the epoxidation of cyclooctene. When H2WO4 was used as the catalyst, it reacted with H2O2 and generated mononuclear tungsten peroxo-species [HWO2(O2)2]- and [HWO2(O2)3]-. After the addition of cyclooctene, the peroxo-species catalyzed the epoxidation of cyclooctene, generating 1,2-epoxycyclooctane and combining with 1,2-epoxycyclooctane to form the intermediate [HW2(O2)2O5(C8H14O)2]-.

AB - The reaction process of cyclooctene epoxidation was real-time monitored by ESI-MS using H3PW12O40 and H2WO4 as catalysts. By observing the species changes of the catalysts in the reaction solutions and the combination of catalysts with the substrate, a catalytic reaction mechanism of polyoxometalate clusters was proposed from the aspect of aggregation and dissociation. When H3PW12O40 was used as the catalyst, it was degraded into minor peroxo-species [PW4O16-x(O2)x]3- (x = 0, 2, 4, 6, 8) which performed as the active center of the epoxidation of cyclooctene. When H2WO4 was used as the catalyst, it reacted with H2O2 and generated mononuclear tungsten peroxo-species [HWO2(O2)2]- and [HWO2(O2)3]-. After the addition of cyclooctene, the peroxo-species catalyzed the epoxidation of cyclooctene, generating 1,2-epoxycyclooctane and combining with 1,2-epoxycyclooctane to form the intermediate [HW2(O2)2O5(C8H14O)2]-.

UR - https://www.scopus.com/pages/publications/84975064079

U2 - 10.1039/c6ra09561e

DO - 10.1039/c6ra09561e

M3 - Article

AN - SCOPUS:84975064079

SN - 2046-2069

VL - 6

SP - 56656

EP - 56660

JO - RSC Advances

JF - RSC Advances

IS - 61

ER -

Investigation into the mechanism of polyoxotungstates-catalyzed cyclooctene epoxidation by ESI-MS

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