Single-atom catalysts for catalytic benzene oxidation to phenol: recent progress and future perspectives

Zhao, Yitao; Cao, Hongmei; Tao, Lei; Qiao, Zhiwei; Ding, Changming

doi:10.1039/d3dt00649b

Cited by 3 publications

(1 citation statement)

References 115 publications

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“…Phenol is a pivotal chemical in industries, which is extensively used in synthesizing caprolactam, phenolic resins, synthetic fragrances, dyes, adipic acid, and pharmaceuticals. − The industrial production of phenol is currently dominated by the cumene process, in which the gas-phase Friedel–Crafts alkylation of benzene by propene using a Lewis acid catalyst gives cumene, followed by oxidation of cumene by O 2 to form cumene hydroperoxide, and the subsequent transformation of cumene hydroperoxide into phenol and acetone via the Hock rearrangement. − Single-step direct hydroxylation of benzene to phenol under mild conditions could be more economical, avoiding the energy-intensive and high-pressure reactions involved in the multistep cumene process. − …”

Section: Introductionmentioning

confidence: 99%

Metal–Organic Framework-Supported Mono Bipyridyl–Iron Hydroxyl Catalyst for Selective Benzene Hydroxylation into Phenol

Gupta,

Akhtar,

Begum

et al. 2024

Inorg. Chem.

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Direct hydroxylation of benzene to phenol is more appealing in the industry for the economic and environmentally friendly phenol synthesis than the conventional cumene process. We have developed a UiO-metal−organic framework (MOF)-supported mono bipyridyl-Iron(II) hydroxyl catalyst [bpy-UiO-Fe(OH) 2 ] for the selective benzene hydroxylation into phenol using H 2 O 2 as the oxidant. The heterogeneous bpy-UiO-Fe(OH) 2 catalyst showed high activity and remarkable phenol selectivity of 99%, giving the phenol massspecific activity up to 1261 mmol PhOH g Fe −1 h −1 at 60 °C. Bpy-UiO-Fe(OH) 2 is significantly more active and selective than its homogeneous counterpart, bipyridine-Fe(OH) 2 . This enhanced catalytic activity of bpy-UiO-Fe(OH) 2 over its homogeneous control is attributed to the active site isolation of the bpy-Fe(OH) 2 moiety by the solid MOF that prevents intermolecular decomposition. Moreover, the exceptional selectivity of bpy-UiO-Fe(OH) 2 in benzene to phenol conversion is originated via shape-selective catalysis, where the confined reaction space within the porous UiO-MOF prevents the formation of larger overoxidized products such as hydroquinone or benzoquinone, leading to the formation of only smaller-sized phenol after monohydroxylation of benzene. Spectroscopic and controlled experiments and theoretical calculations elucidated the reaction pathway, in which the in situ generated • OH radical mediated by bpy-UiO-Fe II (OH) 2 is the key species for benzene hydroxylation. This work underscores the significance of MOF-supported earth-abundant metal catalysts for sustainable production of fine chemicals.

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Section: Introductionmentioning

confidence: 99%

Metal–Organic Framework-Supported Mono Bipyridyl–Iron Hydroxyl Catalyst for Selective Benzene Hydroxylation into Phenol

Gupta,

Akhtar,

Begum

et al. 2024

Inorg. Chem.

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Fe SAC on Nitrogen‐Doped Carbon: An Efficient Catalyst for S‐Alkylation of Dithiocarbamates via Borrowing Hydrogen Strategy

M.,

P.,

Bhobe

et al. 2024

Asian J Org Chem

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Herein we report, the synthesis of single‐atom iron on nitrogen‐doped carbon as a catalyst for the direct formation of Csp3‐S bond via borrowing hydrogen strategy using alcohols as the alkylating agent. The catalyst was synthesized by encapsulating ferrocene within the ZIF‐8 framework, followed by pyrolysis and characterized precisely by FE‐SEM, HR‐TEM, XPS, Raman, XRD and EXAFS. The catalyst is robust, displayed an excellent reactivity in borrowing hydrogen reaction and could be recycled five times without any appreciable loss in activity.

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Single-atom catalysts for biosensing: Progress in theoretical and mechanistic understanding

Chellasamy,

Varathan,

Sekar

et al. 2024

Coordination Chemistry Reviews

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Single-atom catalysts for catalytic benzene oxidation to phenol: recent progress and future perspectives

Abstract: Single-atom catalysts (SACs), affording 100% metal dispersion and maximized metal atom utilization, have recently emerged as a new type of potential catalysts for catalytic reactions, particularly for benzene oxidation to...

Cited by 3 publications

References 115 publications

Metal–Organic Framework-Supported Mono Bipyridyl–Iron Hydroxyl Catalyst for Selective Benzene Hydroxylation into Phenol

Metal–Organic Framework-Supported Mono Bipyridyl–Iron Hydroxyl Catalyst for Selective Benzene Hydroxylation into Phenol

Fe SAC on Nitrogen‐Doped Carbon: An Efficient Catalyst for S‐Alkylation of Dithiocarbamates via Borrowing Hydrogen Strategy

Single-atom catalysts for biosensing: Progress in theoretical and mechanistic understanding

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