Heterogeneously catalysed Strecker-type reactions using supported Co(ii) catalysts: microwave vs. conventional heating

Rajabi, Fatemeh; Nourian, Saghar; Ghiassian, Sara; Balu, Alina M.; Saidi, Mohammad R.; Serrano‐Ruiz, Juan Carlos; Luque, Rafael

doi:10.1039/c1gc15741h

Cited by 40 publications

(19 citation statements)

References 30 publications

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“…For these reasons, and taking into account our recent results related to the design of immobilized catalysts for organic transformations such as oxidation reactions and carbon-carbon bond formations [42][43][44], we report herein the synthesis of a novel Schiff base tridentate copper complex immobilized on mesoporous nanomaterials, Cu-L@SBA-15. The synthesized Cu-L@SBA-15 was characterized by techniques including transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FT-IR), cross polarization magic angle spinning (CP-MAS), 13-carbon nuclear magnetic resonance ( 13 C-NMR), X-ray powder diffraction spectrometry (PXRD), atomic absorption spectroscopy (AAS) and thermogravimetric analysis (TGA).…”

Section: Introductionmentioning

confidence: 99%

Highly ordered Nanomaterial Functionalized Copper Schiff Base Framework: Synthesis, Characterization, and Hydrogen Peroxide Decomposition Performance

2017

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An immobilized copper Schiff base tridentate complex was prepared in three steps from SBA-15 supports. The immobilized copper nanocatalyst (heterogeneous catalyst) was characterized by Fourier transform infrared spectroscopy (FT-IR), cross polarization magic angle spinning (CP-MAS), 13-carbon nuclear magnetic resonance ( 13 C-NMR), atomic absorption spectroscopy (AAS), thermogravimetric analysis (TGA), and N 2 -physisorption. Moreover, morphological and structural features of the immobilized nanocatalyst were analyzed using transmission electron microscopy (TEM) and X-ray powder diffraction spectrometry (PXRD). After characterizing the nanocatalyst, the catalytic activity was determined in hydrogen peroxide (H 2 O 2 ) decomposition. The high decomposition yield of H 2 O 2 was obtained for low-loaded copper content materials at pH 7 and at room temperature. Furthermore, the nanocatalyst exhibited high activity and stability under the investigated conditions, and could be recovered and reused for at least five consecutive times without any significant loss in activity. No copper leaching was detected during the reaction by AAS measurements.

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Section: Introductionmentioning

confidence: 99%

Highly ordered Nanomaterial Functionalized Copper Schiff Base Framework: Synthesis, Characterization, and Hydrogen Peroxide Decomposition Performance

2017

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“…Both catalysts, 9 a and 9 b , were evaluated for the Strecker reaction between benzaldehyde ( 10 ), aniline ( 12 ), and trimethylsilyl cyanide (TMSCN) (Scheme ) . Under solvent‐free conditions, benzaldehyde was smoothly converted in to the corresponding α‐aminonitrile in the presence of 9 a (entry 1, Table ).…”

Section: Resultsmentioning

confidence: 99%

“…[38] Both catalysts, 9a and 9b,w ere evaluated for the Strecker reaction between benzaldehyde (10), aniline (12), and trimethylsilyl cyanide (TMSCN) (Scheme 2). [39] Under solvent-free conditions, benzaldehyde wass moothly converted in to the corresponding a-aminonitrile in the presence of 9a (entry 1, Ta ble 2). Near-quantitative yields were achieved if the reaction was performed in the presence of an additional solvent (en- Scheme2.Three-component benchmark Strecker reaction catalyzed by 9a and 9b.…”

Section: Resultsmentioning

confidence: 99%

Divergent Multistep Continuous Synthetic Transformations of Allylic Alcohol Enabled by Catalysts Immobilized in Ionic Liquid Phases.

et al. 2019

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Two individual catalytic platforms (metal‐ and organo‐catalyzed) based on the use of an ionic liquid phase were successfully integrated for the synthesis of α‐cyano‐amine and cyanohydrin trimethylsilyl ethers from allylic alcohol. The right combination of continuous flow processes enabled access to the divergent preparation of two alternative and interesting intermediate compounds from the same starting material.

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“…In continuation with research efforts from our groups directed towards the design and development of advanced nanocatalytic materials for fine chemicals production [21][22][23], this contribution discloses an efficient, greener and mild catalytic protocol for the synthesis of coumarin derivatives using a previously reported and extensively investigated Co/SBA-15 solid acid nanocatalyst. Excellent yields to coumarins could be obtained using the Co/SBA-15 system under solvent-free conditions.…”

Section: Introductionmentioning

confidence: 97%

An Efficient Synthesis of Coumarin Derivatives Using a SBA-15 Supported Cobalt(II) Nanocatalyst

2015

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The catalytic performance of highly active cobalt(II) supported on mesoporous SBA-15 materials for the Pechmann reaction was investigated. SBA-15 supported cobalt(II) nanocatalyst was found to be efficient and easily recoverable in the Pechmann reaction of phenols and b-ketoesters to their corresponding coumarin derivatives under solvent-free conditions. The supported cobalt catalyst could be easily recovered after reaction completion and reused twelve times with an excellent durability and without any noticeable loss in activity. Graphical Abstract

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Heterogeneously catalysed Strecker-type reactions using supported Co(ii) catalysts: microwave vs. conventional heating

Cited by 40 publications

References 30 publications

Highly ordered Nanomaterial Functionalized Copper Schiff Base Framework: Synthesis, Characterization, and Hydrogen Peroxide Decomposition Performance

Highly ordered Nanomaterial Functionalized Copper Schiff Base Framework: Synthesis, Characterization, and Hydrogen Peroxide Decomposition Performance

Divergent Multistep Continuous Synthetic Transformations of Allylic Alcohol Enabled by Catalysts Immobilized in Ionic Liquid Phases.

An Efficient Synthesis of Coumarin Derivatives Using a SBA-15 Supported Cobalt(II) Nanocatalyst

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