Water mediated economical synthesis of chromeno[<i>b</i>]pyridin-3-yl cyanides using cadmium oxide nanoparticles as a highly efficient catalyst

Dahi-Azar, Saman; Abdolmohammadi, Shahrzad; Mokhtari, Javad

doi:10.1139/cjc-2019-0290

Cited by 6 publications

(2 citation statements)

References 35 publications

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“…However, the utilization of this property for any application remained under-explored. 23 Thus, we attempted to utilize the CdO nanostructures as heterogeneous catalysts for an organic transformation reaction.…”

Section: ■ Introductionmentioning

confidence: 99%

“…In addition to these important features, CdO nanostructures also possess Lewis acidic and basic sites due to the presence of Cd 2+ and O 2– , respectively. However, the utilization of this property for any application remained under-explored . Thus, we attempted to utilize the CdO nanostructures as heterogeneous catalysts for an organic transformation reaction.…”

Section: Introductionmentioning

confidence: 99%

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CdO Nanostructures as Acid–Base Bifunctional Heterogeneous Catalysts for Making Coumarin-3-carboxylic Acids at Room Temperature

Kaur,

Mandal

2024

ACS Appl. Nano Mater.

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In this work, cadmium oxide (CdO) nanostructures were fabricated in good yields by calcining three different cadmium-based coordination polymer (CP) precursors, with a change in the alkyl group (methyl, ethyl, and tert-butyl) on the tridentate capping ligand, at 600 °C. The precursor-independent spherical morphology was observed in all the cases. On the other hand, a temperature-dependent hierarchical evolution of morphology from spherical (at 600 °C) to octahedron (at 700 °C) to icosahedron (at 800 °C) was observed for each of the precursors, as investigated by field-emission scanning electron microscopy. This hierarchical change in morphology has further been confirmed by the transmission electron microscopy (TEM) analysis. For all three CPs, the increase in the particle size of the nanostructures was correlated to an increase in the calcination temperature. With the help of Raman spectroscopy, the vibrational modes in these nanostructures were depicted, where the transversal and optical phonon modes and second-order optical modes displayed peaks at 270 and 950 cm −1 , respectively. The energy dispersive X-ray spectroscopy and X-ray photoelectron spectroscopy (XPS) were utilized for determining the elemental composition of the nanostructures�the presence of Cd and O only�evidencing their purity. The XPS analysis has also confirmed the Cd 2+ and O 2− oxidation states with the appearance of peaks in the ranges of 403−411 eV and 520−532 eV, respectively. Furthermore, the powder X-ray diffraction revealed the cubic phase of all the nanostructures. This was reaffirmed by the high-resolution transmission electron microscopy. Their characteristic absorption features were examined by the solid-state UV−vis diffuse reflectance spectroscopy, which showed a shoulder peak between 490 and 550 nm, and the resultant Tauc plots provided the band gap values in the range of 1.74−2 eV. A relationship of band gap values with particle sizes was established to justify the presence of the quantum confinement effect. Exploring their acid−base bifunctional nature, the spherical nanostructure (obtained at 600 °C) with the highest band gap value emerges as an extremely efficient, and recyclable heterogeneous catalyst for making coumarin-3-carboxylic acids (100% conversion) from the one-pot Knoevenagelintramolecular cyclization tandem reaction of substituted salicylaldehydes and Meldrum's acid in just 1 h at ambient conditions in methanol. The detailed reaction mechanism has been discussed with the help of theoretical calculations and experimental evidence.

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Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

CdO Nanostructures as Acid–Base Bifunctional Heterogeneous Catalysts for Making Coumarin-3-carboxylic Acids at Room Temperature

Kaur,

Mandal

2024

ACS Appl. Nano Mater.

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Ultrasound promoted and Kit‐6 mesoporous silica‐supported Fe₃O₄ magnetic nanoparticles catalyzed cyclocondensation reaction of 4‐hydroxycoumarin, 3,4‐methylenedioxyphenol, and aromatic aldehydes

Abdolmohammadi

Shariati

Mirza

2021

Applied Organom Chemis

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A new effective approach to synthesize a series of 7-aryl-6H,7H-[1] benzopyrano[4,3-b][1,3]dioxolo[4,5-g][1]benzopyran-6-ones was reported using Fe 3 O 4 @SiO 2 @Kit-6 as heterogeneous catalyst at room temperature under ultrasonic irradiation in aqueous media. This procedure is of great value due to its short reaction time, high yields, simple processing, and the use of easily available and magnetically recyclable heterogeneous catalyst.

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Sustainable synthesis of [1]benzopyran azo dyes using CuCr₂O₄ NPs

Abdolmohammadi

Dahi-Azar

2021

Journal of Heterocyclic Chem

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In this study, copper chromite nanoparticles (CuCr 2 O 4 NPs) were prepared by a simple hydrothermal method. This nanomaterial was found as an efficient heterogeneous catalyst for the synthesis of a new class of [1]benzopyran azo dyes via pseudo-three-component reaction of (E)-1,2-diphenyl-1-diazene with 4-hydroxycoumarin in the ratio 1:2. The aim of the present work was to provide a practical and high yielding protocol that offers several advantages such as simple procedure with an easy work-up, mild reaction conditions, and the use of CuCr 2 O 4 NPs as an efficient and easily recoverable catalyst.

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Water mediated economical synthesis of chromeno[b]pyridin-3-yl cyanides using cadmium oxide nanoparticles as a highly efficient catalyst

Cited by 6 publications

References 35 publications

CdO Nanostructures as Acid–Base Bifunctional Heterogeneous Catalysts for Making Coumarin-3-carboxylic Acids at Room Temperature

CdO Nanostructures as Acid–Base Bifunctional Heterogeneous Catalysts for Making Coumarin-3-carboxylic Acids at Room Temperature

Ultrasound promoted and Kit‐6 mesoporous silica‐supported Fe₃O₄ magnetic nanoparticles catalyzed cyclocondensation reaction of 4‐hydroxycoumarin, 3,4‐methylenedioxyphenol, and aromatic aldehydes

Sustainable synthesis of [1]benzopyran azo dyes using CuCr₂O₄ NPs

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Water mediated economical synthesis of chromeno[b]pyridin-3-yl cyanides using cadmium oxide nanoparticles as a highly efficient catalyst

Cited by 6 publications

References 35 publications

CdO Nanostructures as Acid–Base Bifunctional Heterogeneous Catalysts for Making Coumarin-3-carboxylic Acids at Room Temperature

CdO Nanostructures as Acid–Base Bifunctional Heterogeneous Catalysts for Making Coumarin-3-carboxylic Acids at Room Temperature

Ultrasound promoted and Kit‐6 mesoporous silica‐supported Fe3O4 magnetic nanoparticles catalyzed cyclocondensation reaction of 4‐hydroxycoumarin, 3,4‐methylenedioxyphenol, and aromatic aldehydes

Sustainable synthesis of [1]benzopyran azo dyes using CuCr2O4 NPs

Contact Info

Product

Resources

About

Ultrasound promoted and Kit‐6 mesoporous silica‐supported Fe₃O₄ magnetic nanoparticles catalyzed cyclocondensation reaction of 4‐hydroxycoumarin, 3,4‐methylenedioxyphenol, and aromatic aldehydes

Sustainable synthesis of [1]benzopyran azo dyes using CuCr₂O₄ NPs