(nBu4N)4W10O32-catalyzed selective oxygenation of cyclohexane by molecular oxygen under visible light irradiation

Wu, Wenfeng; Fu, Zaihui; Tang, Senbei; Zou, Shuai; Xu, Wen; Meng, Yue; Sun, Shubin; Deng, Jie; Liu, Yachun; Yin, Dulin

doi:10.1016/j.apcatb.2014.08.045

Cited by 46 publications

(35 citation statements)

References 55 publications

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“…The synthesis technology for KA oil is another problem encountered by the production of AA. There have developed some efficient catalytic processes for selective oxygenation of cyclohexane to KA oil by dioxygen (O2) under heating or light illumination [16][17][18]. The current industrial process for producing KA oil, however, mainly relies on the cobalt-catalyzed oxidation of cyclohexane with air under harsh conditions [19], which should restrain conversion (lower than 8%) to get high selective KA oil [20].…”

Section: Introductionmentioning

confidence: 99%

Visible light-triggered vanadium-substituted molybdophosphoric acids to catalyze liquid phase oxygenation of cyclohexane to KA oil by nitrous oxide

She

et al. 2016

Applied Catalysis B: Environmental

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Section: Introductionmentioning

confidence: 99%

Visible light-triggered vanadium-substituted molybdophosphoric acids to catalyze liquid phase oxygenation of cyclohexane to KA oil by nitrous oxide

She

et al. 2016

Applied Catalysis B: Environmental

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“…Due to the electrophilic nature of the Scheme 73 Air oxidation of ethylbenzene to acetophenone or benzoic acid in flow catalyst, both methods allow the site-selective oxidation of a methylene group to a ketone [240,241]. The alkyl radical formed after HAT with decatungstate is trapped by 3 O 2 to form an alkyl hydroperoxide intermediate, which leads to alcohol and ketone products, though ketones are the major product (alcohols further being oxidised to ketones having previously been described) [242]. The reduced form of the catalyst is then re-oxidised by a second equivalent of oxygen, closing the catalytic cycle [243,244].…”

Section: − O Bond Formationmentioning

confidence: 99%

Pushing the boundaries of C–H bond functionalization chemistry using flow technology

2020

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C-H functionalization chemistry is one of the most vibrant research areas within synthetic organic chemistry. While most researchers focus on the development of small-scale batch-type transformations, more recently such transformations have been carried out in flow reactors to explore new chemical space, to boost reactivity or to enable scalability of this important reaction class. Herein, an up-to-date overview of C-H bond functionalization reactions carried out in continuous-flow microreactors is presented. A comprehensive overview of reactions which establish the formal conversion of a C-H bond into carbon-carbon or carbonheteroatom bonds is provided; this includes metal-assisted C-H bond cleavages, hydrogen atom transfer reactions and C-H bond functionalizations which involve an S E-type process to aromatic or olefinic systems. Particular focus is devoted to showcase the advantages of flow processing to enhance C-H bond functionalization chemistry. Consequently, it is our hope that this review will serve as a guide to inspire researchers to push the boundaries of C-H functionalization chemistry using flow technology.

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“…Also, given the rich redox chemistry and fascinating photoinduced charge-transfer property, polyoxometalates, especially decatungstate polyanion (W 10 O 32 4À ), have been widely investigated in photocatalytic formation of CÀ X (X=N, Si, F) bond, [27] aerobic oxidation of organic substrates (e. g. aliphatic and aromatic alcohols, cyclohexane, etc.). [28][29][30][31] However, to our knowledge, there is only one report on the photocatalytic oxidation of HMF by polyoxometalate catalyst in the presence of HBr additive. [32] Herein, we report the light-induced oxidation of HMF to various furanic products using polyoxometalate catalysts and atmospheric oxygen as oxidant under mild conditions.…”

Section: Introductionmentioning

confidence: 99%

Mechanistic Studies on the Photooxidation of 5‐Hydroxymethylfurfural by Polyoxometalate Catalysts and Atmospheric Oxygen

Zhang

Xin

et al. 2021

ChemCatChem

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Efficient oxidation of 5‐hydroxymethylfurfural (HMF) to corresponding furanic products represents an important research focus of biomass valorization, recent research on polyoxometalates (POMs)‐catalyzed aerobic oxidation of HMF usually requires high temperature and sometimes high O2/air pressure. In this work, we report a mild and green approach to photocatalytically transform HMF into various furanic products using atmospheric oxygen as oxidant and POMs as photocatalysts. The influence of different POMs, light sources, and additives were systematically investigated by various experimental and spectroscopic results. Under minimally optimized conditions, 88.0 % HMF can be efficiently photooxidized with as high as 70.2 % furanic yield by TBA‐W10 catalyst after 2 h irradiation of 365 nm UV light when coupling with TEMPO and Na2CO3 as additives. Finally, detailed mechanistic pathways of HMF photooxidation have been proposed to illustrate the transformation of HMF to various furanic products. This work provides some insightful guidelines for photooxidation of biomass‐derived platform chemicals to value‐added products under efficient, mild, and green conditions, exhibiting potential practical applications in the future.

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(nBu4N)4W10O32-catalyzed selective oxygenation of cyclohexane by molecular oxygen under visible light irradiation

Cited by 46 publications

References 55 publications

Visible light-triggered vanadium-substituted molybdophosphoric acids to catalyze liquid phase oxygenation of cyclohexane to KA oil by nitrous oxide

Visible light-triggered vanadium-substituted molybdophosphoric acids to catalyze liquid phase oxygenation of cyclohexane to KA oil by nitrous oxide

Pushing the boundaries of C–H bond functionalization chemistry using flow technology

Mechanistic Studies on the Photooxidation of 5‐Hydroxymethylfurfural by Polyoxometalate Catalysts and Atmospheric Oxygen

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