Direct synthesis of phenol from benzene catalyzed by multi-V-POMs complex

Yang, Hua; Wu, Qing; Li, Jun; Dai, Wen; Zhang, Hengyun; Lu, Dan; Gao, Shuang; You, Weixiong

doi:10.1016/j.apcata.2013.03.009

Cited by 18 publications

(8 citation statements)

References 28 publications

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“…As illustrated in Table 1, compound 1 exhibits excellent catalytic activity (conv 98%, 10 min) with a selectivity of 100% (Table 1, entry 3). 1 H NMR spectroscopy also further confirms the uniqueness of the product (Figure S9). No peroxide CEESO 2 is produced throughout the process, which is a particularly important aspect for the 1, entry 8).…”

Section: ■ Results and Discussionsupporting

confidence: 52%

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMo^VI₁₁Mo^VO₄₀Cu^I₈} Units

Ji,

Xing,

Zhu

et al. 2023

Inorg. Chem.

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Under hydrothermal and solvent-thermal conditions, we synthesized two novel polyoxometalate (POM)-based hybrids: [Cu I 4 (Pz) 2 (H 2 O) 8 (PMo VI 11 Mo V O 40 )]• 3.5H 2 O (1, Pz = pyrazine) and [(C 2 H 8 N) 5 (HPMo VI 9 Mo V 3 O 40) ]•DMF•4H 2 O (2). Single-crystal X-ray diffraction indicates that compound 1 is a three-dimensional structure consisting of Cu (I), {PMo 12 } anions, Pz, and water, where Cu (I) can be considered as Lewis acid sites. Furthermore, both compounds 1 and 2 possess favorable catalysis activity in catalyzing the conversion of chemical warfare agent simulant 2chloroethylethyl sulfide (CEES) to nontoxic production of 2-chloroethylethyl sulfoxide (CEESO) under ambient temperature. Significantly, 1 could realize 98% conversion and 100% selectivity of CEES owing to the multisite synergy in the {PMo VI 11 Mo V O 40 Cu I 8 } units in which the tricoordinated Cu (I) could interact with S and O atoms from CEES and H 2 O 2 , respectively. This interaction not only decreases the distance of CEES from peroxomolybdenum species formed by H 2 O 2 but also activates CEES.

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Section: ■ Results and Discussionsupporting

confidence: 52%

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMo^VI₁₁Mo^VO₄₀Cu^I₈} Units

Ji,

Xing,

Zhu

et al. 2023

Inorg. Chem.

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“…Simultaneously, the water clusters are easily removed via heat treatment, achieving the full exposure of POMs. Considering the superior activity of phosphovanadomolybdate (P–Mo–V) in both benzene hydroxylation and oxidative desulfurization during recent years, − we have assessed their catalytic performance for both benzene hydroxylation and oxidative desulfurization to validate our strategy. It is worth noting that after removing the water clusters, the catalytic activities of two compounds have been greatly improved, which was attributed to the removal of the large water cluster that promotes the contact between the substrate and active sites.…”

Section: Introductionmentioning

confidence: 99%

Polyoxometalate-Based Metal–Organic Frameworks with Unique High-Nuclearity Water Clusters

Hong

et al. 2020

ACS Appl. Mater. Interfaces

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The maximum exposure of polyoxometalates (POMs) is of great significance to enhance the catalytic performance of HKUST-1 with incorporated Keggin-type POMs. Herein, two phosphovanadomolybdates were encapsulated into the HKUST-1 via a hydrothermal method to obtain two polyoxometalate-based metal–organic frameworks, formulated as [Cu12(BTC)8(H2O)12][H4PMo11VO40]@(H2O)30 (1) and [Cu12(BTC)8(H2O)12][H5PMo10V2O40]@(H2O)49 (2). Single-crystal X-ray diffraction analysis indicates that two compounds contain unique high-nuclearity water clusters without organic counter cations. The octahedral-shaped water cluster (H2O)30 was constructed from square-pyramid-shaped (H2O)5 for compound 1, while the huge cage-shaped water cluster (H2O)49 of compound 2 consisted of crown-like (H2O)8 and one water molecule, which substitute the organic counter cations involved in the structural construction. More importantly, after removing the water clusters via simple heat treatment, the active sites of the two compounds were fully exposed, leading to good catalytic activities for both benzene hydroxylation reaction and oxidative desulfurization. Furthermore, the catalytic test confirmed that compound 2 may be a bifunctional heterogeneous catalyst with great promise for both benzene hydroxylation and oxidative desulfurization.

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“…Gao, You, and coworkers synthesized a novel multi‐vanadium‐containing POM catalyst with active sites in both its cationic and anionic parts ([Mo 2 V 2 O 9 (bpy) 6 ][PMo 11 VO 40 ], 34 ). [ 80 ] The oxidation of benzene with H 2 O 2 at 80°C in the presence of 34 yielded 26% phenol with 91% selectivity (Scheme 37). Five consecutive recycles led to a moderate decrease (10%–20%) of the catalyst activity and selectivity.…”

Section: Oxygenation With H2o2mentioning

confidence: 99%

Recent progress in catalytic oxygenation of aromatic C–H groups with the environmentally benign oxidants H₂O₂ and O₂

Ottenbacher

Talsi

Bryliakov

2020

Applied Organom Chemis

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Developing efficient approaches for the selective oxygenation of aromatic C-H groups has been a challenging goal, interesting from both fundamental and practical perspectives. Designing catalyst systems for the direct production of phenol from benzene holds significant practical promise; on the contrary, novel strategies for the late-stage selective introduction of oxygen into aromatic rings of complex organic molecules could be useful for the synthesis of fine chemicals, including biologically active compounds. Another aspect of the overall picture is toughening environmental constraints, resulting in a steady increase in the number of catalyst systems relying on environmentally benign oxidants such as H 2 O 2 and O 2. Overall, today, the realm of selective catalytic aromatic C-H oxidations is developing rapidly. This review summarizes the progress made in homo-and heterogeneous catalyst systems of aromatic C-H oxygenations with hydrogen peroxide and molecular oxygen, achieved in the last decade.

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Direct synthesis of phenol from benzene catalyzed by multi-V-POMs complex

Cited by 18 publications

References 28 publications

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMo^VI₁₁Mo^VO₄₀Cu^I₈} Units

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMo^VI₁₁Mo^VO₄₀Cu^I₈} Units

Polyoxometalate-Based Metal–Organic Frameworks with Unique High-Nuclearity Water Clusters

Recent progress in catalytic oxygenation of aromatic C–H groups with the environmentally benign oxidants H₂O₂ and O₂

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Direct synthesis of phenol from benzene catalyzed by multi-V-POMs complex

Cited by 18 publications

References 28 publications

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMoVI11MoVO40CuI8} Units

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMoVI11MoVO40CuI8} Units

Polyoxometalate-Based Metal–Organic Frameworks with Unique High-Nuclearity Water Clusters

Recent progress in catalytic oxygenation of aromatic C–H groups with the environmentally benign oxidants H2O2 and O2

Contact Info

Product

Resources

About

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMo^VI₁₁Mo^VO₄₀Cu^I₈} Units

Rapid Oxidative Detoxification of Mustard Simulant by the Multisite Synergistic Catalytic Action of {PMo^VI₁₁Mo^VO₄₀Cu^I₈} Units

Recent progress in catalytic oxygenation of aromatic C–H groups with the environmentally benign oxidants H₂O₂ and O₂