Ultrasonic-Assisted Preparation, Characterization, and Use of Novel Biocompatible Core/Shell Fe3O4@GA@Isinglass in the Synthesis of 1,4-Dihydropyridine and 4 H-Pyran Derivatives

Elham Pourian; Shahrzad Javanshir; Zahra Dolatkhah; Shiva Molaei; Ali Maleki

doi:10.1021/acsomega.8b00379

Ultrasonic-Assisted Preparation, Characterization, and Use of Novel Biocompatible Core/Shell Fe₃O₄@GA@Isinglass in the Synthesis of 1,4-Dihydropyridine and 4 H-Pyran Derivatives

ACS Omega. 2018 May 8;3(5):5012-5020. doi: 10.1021/acsomega.8b00379. eCollection 2018 May 31.

Authors

Elham Pourian¹, Shahrzad Javanshir¹, Zahra Dolatkhah¹, Shiva Molaei¹, Ali Maleki¹

Affiliation

¹ Heterocyclic Chemistry Research Laboratory, Department of Chemistry, and Catalysts and Organic Synthesis Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran.

Abstract

This work focussed on the synthesis of a new catalytic material isinglass (IG)-based Fe₃O₄@GA@IG core/shell magnetic nanoparticles and the investigation of its catalytic activity in two important multicomponent reactions. Fe₃O₄ nanoparticles were prepared using a simple coprecipitation method and then coated with IG consisting predominantly of the protein collagen in the presence of glutaraldehyde as a cross-linking agent. The obtained hybrid material has been characterized by Fourier transform infrared analysis, scanning electron microscopy, transmission electron microscopy (TEM), vibrating sample magnetometry, energy-dispersive X-ray, X-ray diffraction (XRD), and Brunauer-Emmett-Teller analyses. The results of XRD analysis implied that the prepared nanocomposite consists of two compounds of crystalline magnetite and amorphous IG, and the formation of its core/shell structure had been confirmed by TEM images. The catalytic performance of the as-prepared core/shell bionanocatalyst was evaluated for the first time in the synthesis of 1,4-dihydropyridine and 4H-pyran derivatives under sonication in ethanol. This core/shell structure because of the superparamagnetic property of Fe₃O₄ and unique properties of IG as a bifunctional biocatalyst offers a high potential for many catalytic applications. Recycling study revealed that no significant decrease in the catalytic activity was observed even after six runs.