Molecular design of selective oxidation catalyst with polyoxometalate

Noritaka Mizuno; Shiro Hikichi; Kazuya Yamaguchi; Sayaka Uchida; Yoshinao Nakagawa; Kazuhiro Uehara; Keigo Kamata

doi:10.1016/j.cattod.2006.05.002

Molecular design of selective oxidation catalyst with polyoxometalate

Noritaka Mizuno, Shiro Hikichi, Kazuya Yamaguchi, Sayaka Uchida, Yoshinao Nakagawa, Kazuhiro Uehara, Keigo Kamata

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

39 Citations (Scopus)

Abstract

Efficient H₂O₂-based oxidation systems with three kinds of polyoxometalates, [γ-SiW₁₀O₃₄(H₂O)₂]^4- (1), [γ-1,2-H₂SiV₂W₁₀O₄₀]^4- (2), and [W₂O₃(O₂)₄(H₂O)₂]^2- (3) are reported. The compound 1 can catalyze epoxidation of various olefins including non-activated terminal olefins such as propylene and 1-octene with ≥99% selectivity to epoxide and ≥99% efficiency of H₂O₂ utilization. It is notable that 2 shows unique stereospecificity, regioselectivity, and diastereoselectivity for the epoxidation of cis/trans olefins, non-conjugated dienes, and 3-substituted cyclohexenes, respectively. The epoxidation of various allylic alcohols with only 1 equiv. H₂O₂ in water can be efficiently catalyzed by 3 to give the corresponding epoxy alcohols in high yields. Further, the catalyst 3 can be recycled with the maintenance of the catalytic performance.

Original language	English
Pages (from-to)	32-36
Number of pages	5
Journal	Catalysis Today
Volume	117
Issue number	1-3
DOIs	https://doi.org/10.1016/j.cattod.2006.05.002
Publication status	Published - 2006 Sep 30
Externally published	Yes

Keywords

Allylic alcohols
Hydrogen peroxide
Olefins
Oxidation
Polyoxometalates

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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title = "Molecular design of selective oxidation catalyst with polyoxometalate",

abstract = "Efficient H2O2-based oxidation systems with three kinds of polyoxometalates, [γ-SiW10O34(H2O)2]4- (1), [γ-1,2-H2SiV2W10O40]4- (2), and [W2O3(O2)4(H2O)2]2- (3) are reported. The compound 1 can catalyze epoxidation of various olefins including non-activated terminal olefins such as propylene and 1-octene with ≥99% selectivity to epoxide and ≥99% efficiency of H2O2 utilization. It is notable that 2 shows unique stereospecificity, regioselectivity, and diastereoselectivity for the epoxidation of cis/trans olefins, non-conjugated dienes, and 3-substituted cyclohexenes, respectively. The epoxidation of various allylic alcohols with only 1 equiv. H2O2 in water can be efficiently catalyzed by 3 to give the corresponding epoxy alcohols in high yields. Further, the catalyst 3 can be recycled with the maintenance of the catalytic performance.",

keywords = "Allylic alcohols, Hydrogen peroxide, Olefins, Oxidation, Polyoxometalates",

author = "Noritaka Mizuno and Shiro Hikichi and Kazuya Yamaguchi and Sayaka Uchida and Yoshinao Nakagawa and Kazuhiro Uehara and Keigo Kamata",

year = "2006",

month = sep,

day = "30",

doi = "10.1016/j.cattod.2006.05.002",

language = "English",

volume = "117",

pages = "32--36",

journal = "Catalysis Today",

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T1 - Molecular design of selective oxidation catalyst with polyoxometalate

AU - Mizuno, Noritaka

AU - Hikichi, Shiro

AU - Yamaguchi, Kazuya

AU - Uchida, Sayaka

AU - Nakagawa, Yoshinao

AU - Uehara, Kazuhiro

AU - Kamata, Keigo

PY - 2006/9/30

Y1 - 2006/9/30

N2 - Efficient H2O2-based oxidation systems with three kinds of polyoxometalates, [γ-SiW10O34(H2O)2]4- (1), [γ-1,2-H2SiV2W10O40]4- (2), and [W2O3(O2)4(H2O)2]2- (3) are reported. The compound 1 can catalyze epoxidation of various olefins including non-activated terminal olefins such as propylene and 1-octene with ≥99% selectivity to epoxide and ≥99% efficiency of H2O2 utilization. It is notable that 2 shows unique stereospecificity, regioselectivity, and diastereoselectivity for the epoxidation of cis/trans olefins, non-conjugated dienes, and 3-substituted cyclohexenes, respectively. The epoxidation of various allylic alcohols with only 1 equiv. H2O2 in water can be efficiently catalyzed by 3 to give the corresponding epoxy alcohols in high yields. Further, the catalyst 3 can be recycled with the maintenance of the catalytic performance.

AB - Efficient H2O2-based oxidation systems with three kinds of polyoxometalates, [γ-SiW10O34(H2O)2]4- (1), [γ-1,2-H2SiV2W10O40]4- (2), and [W2O3(O2)4(H2O)2]2- (3) are reported. The compound 1 can catalyze epoxidation of various olefins including non-activated terminal olefins such as propylene and 1-octene with ≥99% selectivity to epoxide and ≥99% efficiency of H2O2 utilization. It is notable that 2 shows unique stereospecificity, regioselectivity, and diastereoselectivity for the epoxidation of cis/trans olefins, non-conjugated dienes, and 3-substituted cyclohexenes, respectively. The epoxidation of various allylic alcohols with only 1 equiv. H2O2 in water can be efficiently catalyzed by 3 to give the corresponding epoxy alcohols in high yields. Further, the catalyst 3 can be recycled with the maintenance of the catalytic performance.

KW - Allylic alcohols

KW - Hydrogen peroxide

KW - Olefins

KW - Oxidation

KW - Polyoxometalates

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