Tungstate-loaded triazine-based magnetic poly(Bis-imidazolium ionic liquid): An effective bi-functional catalyst for tandem selective oxidation/Knoevenagel condensation in water

A 3.1% Ru/UiO-66 material was prepared by adsorption of RuCl 3 from ethyl acetate on to MOF UiO-66, followed by reduction with NaBH 4 . The presence of acid–base and ox-red sites allows this 3.1% Ru/UiO-66 material acting as a bifunctional catalyst for the reduction of nitroarenes and tandem reaction of alcohol oxidation/Knoevenagel condensation. The high efficiency of 3.1% Ru/UiO-66 was demonstrated in the reduction of nitroarenes to amines. This system can be applied as a catalyst for at least six successive cycles without loss of activity. The 3.1% Ru/UiO-66 catalyst also was active in the tandem aerobic oxidation of alcohols/Knoevenagel condensation with malononitrile. However, the activity of this catalyst strongly decreased in the second cycle. A combination of physicochemical and catalytic experimental data indicated that Ru nanoparticles are the active sites both for the catalytic reduction of nitro compounds and the aerobic oxidation of alcohols. The activity for the Knoevenagel condensation reaction was from the existence of the “Zr n + –O 2– Lewis acid–base” pair in the framework of UiO-66.

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“…Generally, one-pot cascade reactions can improve efficiency compared to multistep synthetic processes. 41−43…”

Section: Introductionmentioning

confidence: 99%

Ru/UiO-66 Catalyst for the Reduction of Nitroarenes and Tandem Reaction of Alcohol Oxidation/Knoevenagel Condensation

et al. 2018

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“…Tungsten as free WO 4 2− and as PTA is a well studied catalyst system . In the next sections we have documented the catalytic properties of PTA modified with Jeffamine ® (PTA‐ Jeffamine ® ) in details and compared with that of pure PTA.…”

Section: Resultsmentioning

confidence: 99%

A Liquid Derivative of Phosphotungstic Acid as Catalyst for Benzyl Alcohol Oxidation in Water: Facile Separation and Stability of Benzaldehyde at Room Temperature^†

2017

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Polyetheramines belong to a class of green di‐block copolymer with ethylene oxide and propylene oxide moieties along with terminal amine functionality. The polymers are biocompatible and show temperature dependant phase separation properties. Herein, we report the effect of a polyetheramine (Jeffamine®) on the catalytic properties of a well studied polyoxometalate catalysts, phosphotungstic acid (PTA). The catalytic reaction chosen for the test is the hydrogen peroxide‐mediated oxidation of benzyl alcohol (BzOH). Modification of PTA with Jeffamine® (PTA‐Jeffamine®) resulted in a solvent‐less liquid‐like material accessible to a wide range of solvents. The PTA‐Jeffamine® catalyst was observed to enhance the conversion of BzOH compared to that of pristine PTA and facilitated easy separation of benzaldehyde (BzH) and catalyst from reaction mixture. Stability of synthesized BzH was studied with gas chromatography attached with mass spectrometry (GC‐MS). Synthesis of the catalyst is cost‐effective and scalable due to easy availability of the individual components and nature of the synthetic protocol. UV‐visible spectroscopy, Fourier transform infrared spectroscopy (FT‐IR) and field emission scanning electron microscopy (FE‐SEM) were used to characterize the catalyst. Surface tension experiment, FE‐SEM, ICP‐MS and controlled experiments were performed to understand the effect of Jeffamine® in the catalytic process.

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“…[35][36][37] Tandem reaction has attracting intensive interests in catalytic reactions owing to some merits such as high atomic utilization rate, simpler operation, less waste discharge and low cost. [38][39][40][41][42][43] The application of multifunctional catalysts can make some multi-step synthesis be carried out smoothly in one pot and provides diverse products with high yields. [44] In recent years, some bifunctional catalysts have been developed and exhibit high catalytic activity in a series of tandem reactions.…”

Section: Introductionmentioning

confidence: 99%

One‐pot oxidant‐free dehydrogenation‐Knoevenagel tandem reaction catalyzed by a recyclable magnetic base‐metal bifunctional catalyst

Yuan

Wan

Ning

et al. 2020

Applied Organom Chemis

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A new base-metal bifunctional catalyst NH-Pd(0)@MNP was prepared via a facile procedure and fully characterized. The as-prepared catalyst was used as an efficient relay catalyst for the one-pot oxidant-free dehydrogenation-Knoevenagel condensation tandem reaction from benzyl alcohol in H 2 O under mild conditions and generated benzalmalononitriles with yield up to 96%. Meanwhile, the catalyst could be easily recovered from the reaction system by an external magnetic field, and is reusable with little loss of activity up to 6 runs (<5%).

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Tungstate-loaded triazine-based magnetic poly(Bis-imidazolium ionic liquid): An effective bi-functional catalyst for tandem selective oxidation/Knoevenagel condensation in water

Cited by 27 publications

References 77 publications

Ru/UiO-66 Catalyst for the Reduction of Nitroarenes and Tandem Reaction of Alcohol Oxidation/Knoevenagel Condensation

Ru/UiO-66 Catalyst for the Reduction of Nitroarenes and Tandem Reaction of Alcohol Oxidation/Knoevenagel Condensation

A Liquid Derivative of Phosphotungstic Acid as Catalyst for Benzyl Alcohol Oxidation in Water: Facile Separation and Stability of Benzaldehyde at Room Temperature^†

One‐pot oxidant‐free dehydrogenation‐Knoevenagel tandem reaction catalyzed by a recyclable magnetic base‐metal bifunctional catalyst

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Tungstate-loaded triazine-based magnetic poly(Bis-imidazolium ionic liquid): An effective bi-functional catalyst for tandem selective oxidation/Knoevenagel condensation in water

Cited by 27 publications

References 77 publications

Ru/UiO-66 Catalyst for the Reduction of Nitroarenes and Tandem Reaction of Alcohol Oxidation/Knoevenagel Condensation

Ru/UiO-66 Catalyst for the Reduction of Nitroarenes and Tandem Reaction of Alcohol Oxidation/Knoevenagel Condensation

A Liquid Derivative of Phosphotungstic Acid as Catalyst for Benzyl Alcohol Oxidation in Water: Facile Separation and Stability of Benzaldehyde at Room Temperature†

One‐pot oxidant‐free dehydrogenation‐Knoevenagel tandem reaction catalyzed by a recyclable magnetic base‐metal bifunctional catalyst

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A Liquid Derivative of Phosphotungstic Acid as Catalyst for Benzyl Alcohol Oxidation in Water: Facile Separation and Stability of Benzaldehyde at Room Temperature^†