Functionalization of magnetic nanoparticles by creatine as a novel and efficient catalyst for the green synthesis of 2-amino-4H-chromene derivatives

Abstract

By employing the naturally-originated molecule of creatine, Fe3O4@SiO2-creatine as an environmentally benign magnetic organometallic nanobiocatalyst was successfully prepared via a convenient and green route. Then to acquire an inclusive comprehension of different properties of the catalyst, it was studied by various characterization techniques such as FT‐IR, FE-SEM, TEM, EDX, XRD, and VSM analyses. It was found that the size distribution of nanoparticles was an average diameter size of 70 nm. To examine the catalytic activity, it was applied in sequential knoevenagel condensation-Michael addition room temperature reaction of dimedone, malononitrile, and different substituted aromatic aldehydes to produce a variety of 2-amino-tetrahydro-4H-chromene-3-carbonitrile derivatives in a single step. Among the multiple outstanding advantages that can be mentioned for this work, some of the most noticeable ones include: affording the products in short reaction times with high yields, operating the reaction at ambient conditions and ease of catalyst separation.

A Mesoporous Magnetic Fe3O4/BioMOF-13 with a Core/Shell Nanostructure for Targeted Delivery of Doxorubicin to Breast Cancer Cells

“…In this regard, the XRD patterns of Fe 3 O 4 -Ade (Figure a), Fe 3 O 4 /Bio-MOF-13 (Figure b), and DOX@Fe 3 O 4 /Bio-MOF-13 therapeutic cargo (Figure c) were investigated. As shown in Figure a, Fe 3 O 4 peaks in the regions of 30.32°, 35.55°, 43.33°, 53.82°, 57.38°, and 62.95° are observed . The indicated peaks are related to Miller indices of (220), (311), (400), (422), (511), and (440), respectively .…”

“…The FT-IR spectra of Fe 3 O 4 , Fe 3 O 4 @CPS, Fe 3 O 4 -Ade, cobalt butyrate, Bio-MOF-13, and magnetic MOF NPs are shown in Figure . The FT-IR spectrum of Fe 3 O 4 NPs shows a vibrational attraction that includes both symmetric and asymmetric states of surface hydroxyl groups and Fe–O bonds of iron oxide, which are in the region of 3437 and 577 cm –1 , respectively (Figure a) . In the FT-IR spectrum of Fe 3 O 4 @CPS (Figure b), the presence of (3-chloropropyl) trimethoxysilane by the C–H tensile vibrations appearing at 2974 cm –1 , as well as the Si–O tensile vibration modes which Appear in 1009 and 1070 cm –1 , was specified.…”

“…The FT-IR spectrum of Fe 3 O 4 NPs shows a vibrational attraction that includes both symmetric and asymmetric states of surface hydroxyl groups and Fe−O bonds of iron oxide, which are in the region of 3437 and 577 cm −1 , respectively (Figure 2a). 55 In the FT-IR spectrum of Fe 3 O 4 @CPS (Figure 2b), the presence of (3-chloropropyl) trimethoxysilane by the C−H tensile vibrations appearing at 2974 cm −1 , as well as the Si−O tensile vibration modes which Appear in 1009 and 1070 cm −1 , was specified. In the Fe 3 O 4 -Ade spectrum (Figure 2c), C�C and C�N tensile vibrations were detected by absorption bands in the 1418 and 1603 cm −1 regions.…”

“…As shown in Figure 7a, Fe 3 O 4 peaks in the regions of 30.32°, 35.55°, 43.33°, 53.82°, 57.38°, and 62.95°are observed. 55 The indicated peaks are related to Miller indices of ( 220), ( 311), (400), ( 422), (511), and (440), respectively. 59 In Figure 7b, the combination of Fe 3 O 4 and Bio-MOF-13 was confirmed by demonstrated peaks at 6.95°, 13.12°, 15.99°, 21.41°, and 26.19°witch related to the Bio-MOF-13, along with Fe 3 O 4 peaks.…”

Synthesis of Nitrogen- and Oxygen-Containing Heterocycles Catalysed by Metal Nanoparticles Reported in 2022

“…Maleki et al designed organometallic nanobiocatalysts from natural creatine 97 by mixing it with previously prepared Fe 3 O 4 @SiO 2 -Cl MNPs and employed them for the synthesis of 2-amino-tetrahydro-4 H -chromene-3-carbonitrile derivatives ( 147 ; Scheme 44 ) through sequential Knoevenagel–Michael addition-cyclocondensation of 83 and 48 and 47 at room temperature in 81–96% yield. These MNPs were found to have an average size of 70 nm through FE-SEM.…”