Amine modified mesoporous Al<sub>2</sub>O<sub>3</sub>@MCM-41: an efficient, synergetic and recyclable catalyst for the formylation of amines using carbon dioxide and DMAB under mild reaction conditions

Nale, Deepak B.; Rath, Dharitri; Parida, Kulamani; Gajengi, Aravind L.; Bhanage, Bhalchandra M.

doi:10.1039/c5cy02277k

Cited by 32 publications

(10 citation statements)

References 98 publications

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“…Hence, the above properties make MCM‐41 an appealing and a novel candidate to act as a support of metal nanoparticles for catalysis. The previous reports has marked efficiency of MCM‐41 as support for catalysis of acetylene hydration, oxidation of phenol solution, hydrohalogenation of chlorobenzene, amination of glycerol, formylation of amines, syngas methanation, hydrosulfurization of dibenzothiophene, toluene alkylation, oxidation of hydrocarbons, hydrogenation and also used as drug delivery, etc. Herein, this work, the catalytic transfer hydrogenation and the effect of bulkiness on the substrate, their amount of loading, and catalyst amount loading reported.…”

Section: Introductionmentioning

confidence: 99%

Ketone Hydrogenation by Using ZnO−Cu(OH)Cl/MCM‐41 with a Splash of Water: An Environmentally Benign Approach

Choudhary

Ghosh

Mobin

2020

Chemistry An Asian Journal

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MCM-41-supported ZnOÀ Cu(OH)Cl nanoparticles were synthesized via an incipient wetness impregnation technique using zinc chloride and copper chloride salts as well as water at room temperature. The catalyst was characterized by powder X-ray diffraction (PXRD), infrared spectroscopy (IR), and TGA, whereas surface and morphological studies were performed by using scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The above studies revealed the incorporation of metal species into the pores of MCM-41, leading to a decrease in surface area of the nanoparticles that was found to be 239.079 m 2 /g. The substituents attached to the ketone determine the rate of the reaction, and the utilization of the green solvent 'water' astonishingly completes the hydrogenation reaction in 45 minutes at 40°C with 100% conversion and 100% selectivity as analyzed by gas chromatography-mass spectrometry. Hence, ZnOÀ Cu(OH)Cl/MCM-41 nanoparticles with 2.46 wt% zinc and 6.39 wt% copper were demonstrated as an active catalyst for the reduction of ketones without using any gaseous hydrogen source making it highly efficient as well as environmentally and economically benign.

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Section: Introductionmentioning

confidence: 99%

Ketone Hydrogenation by Using ZnO−Cu(OH)Cl/MCM‐41 with a Splash of Water: An Environmentally Benign Approach

Choudhary

Ghosh

Mobin

2020

Chemistry An Asian Journal

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“…Recently, various nanoparticles have been synthesized and applied as catalysts for the dehydrogenation of AB . There are very few reports available on the utilization of AB for transfer hydrogenation reactions of organic compounds, hence, there is a need to explore more active catalytic systems for tandem dehydrogenation and transfer hydrogenation reactions. The N ‐formamides are a very important class of organic compounds, which are extensively used in the field of organic synthesis.…”

Section: Resultsmentioning

confidence: 99%

Ru@PsIL‐Catalyzed Synthesis of N‐Formamides and Benzimidazole by using Carbon Dioxide and Dimethylamine Borane

2018

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This work reports the synthesis and characterization of ruthenium nanoparticles (Ru NPs) supported on polymeric ionic liquids (PILs). This catalyst shows high catalytic activity towards the N‐formylation of amines and synthesis of benzimidazoles from 1,2‐diamines and carbon dioxide (CO2) by reductive dehydrogenation of dimethylamine borane. This methodology shows excellent functional group tolerance with broad substrate scope towards the synthesis of N‐formamides and benzimidazoles. Interestingly, this protocol also provides the tandem reduction of 2‐nitroamines and CO2 to synthesize benzimidazoles. It was proposed that the ionic liquid phase of the polymer plays pivotal roles such as assisting the stabilization of nanoparticles electrostatically, providing an ionic environment, and controlling the easy access of the substrates/reagents to the active sites. The developed methodology utilizes CO2 as a C1 source and water/ethanol as a green solvent system. Additionally, the catalyst was found to be recyclable in nature and shows five consecutive recycling runs without significant loss in its activity.

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“…Bhanage et al [69] used amine modified Al 2 O 3 @MCM-41 NPs(APTES@Al 2 O 3 @MCM-41) as hybrid catalyst for the solventfree, one-pot preparation of formamides from amines using dimethylamine-borane (DMAB) as a green reducing agent, and carbon dioxide as a renewable C-1 feedstock (Figure 31). It was shown that the catalyst is superior to homogeneous catalysts, producing desired product in poor to excellent yields (45-98 %).…”

Section: N-formylationmentioning

confidence: 99%

Functionalized MCM‐41: Versatile Catalysts for Organic Transformations

et al. 2022

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Functionalized MCM-41 constitute a group of potent hybrid catalysts for organic reactions. Their pore size is large enough to house large substrate molecules, the large bulk of surface silanol groups helps in introduction of a variety of functionalities required for the catalytic action. The current review emphasizes the broad methodology for the synthesis of these catalysts, effect of functionalization on reaction parameters, stability, efficiency, selectivity, reusability along with limitations of these catalysts to organic transformations, from a green chemistry standpoint. Some selected mechanisms of catalytic action are also highlighted. The review demonstrates that surface functionalized MCM-41 constitute innovative and need based catalyst systems that catalyze reactions like Sonogashira, Suzuki, Heck, Friedel Craft reaction, Aldol and Knoevenagel condensation etc. Several other reactions like oxidation, reduction, dehydration, esterification, epoxidation, CÀ S, CÀ N, CÀ O and SÀ S coupling as well as multicomponent synthesis of bioactive heterocycles have also been reported. It is hoped that this review will improve the understanding of scientific community on how these versatile catalysts operate and will provide opportunities to further enhance their utility for chemical industry.

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Amine modified mesoporous Al₂O₃@MCM-41: an efficient, synergetic and recyclable catalyst for the formylation of amines using carbon dioxide and DMAB under mild reaction conditions

Abstract: A novel amine modified meso Al2O3@MCM-41 catalyst was investigated for the synthesis of formamides from 1°/2° aliphatic as well as aromatic amines with CO2, using DMAB.

Cited by 32 publications

References 98 publications

Ketone Hydrogenation by Using ZnO−Cu(OH)Cl/MCM‐41 with a Splash of Water: An Environmentally Benign Approach

Ketone Hydrogenation by Using ZnO−Cu(OH)Cl/MCM‐41 with a Splash of Water: An Environmentally Benign Approach

Ru@PsIL‐Catalyzed Synthesis of N‐Formamides and Benzimidazole by using Carbon Dioxide and Dimethylamine Borane

Functionalized MCM‐41: Versatile Catalysts for Organic Transformations

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Amine modified mesoporous Al2O3@MCM-41: an efficient, synergetic and recyclable catalyst for the formylation of amines using carbon dioxide and DMAB under mild reaction conditions

Abstract: A novel amine modified meso Al2O3@MCM-41 catalyst was investigated for the synthesis of formamides from 1°/2° aliphatic as well as aromatic amines with CO2, using DMAB.

Cited by 32 publications

References 98 publications

Ketone Hydrogenation by Using ZnO−Cu(OH)Cl/MCM‐41 with a Splash of Water: An Environmentally Benign Approach

Ketone Hydrogenation by Using ZnO−Cu(OH)Cl/MCM‐41 with a Splash of Water: An Environmentally Benign Approach

Ru@PsIL‐Catalyzed Synthesis of N‐Formamides and Benzimidazole by using Carbon Dioxide and Dimethylamine Borane

Functionalized MCM‐41: Versatile Catalysts for Organic Transformations

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Amine modified mesoporous Al₂O₃@MCM-41: an efficient, synergetic and recyclable catalyst for the formylation of amines using carbon dioxide and DMAB under mild reaction conditions