ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Fabrication, characterization and structure activity relationship of Co and Mn encapsulated on magnetic nanocomposite and its application in one-pot tandem synthesis of various tetrazoles and vitamin K₃

Fatemeh Ashouri, Ali Reza Faraji, Zahra Hekmatian, and Alireza Farahanipour

Department of Applied Chemistry, Faculty of Pharmaceutical Chemistry, Tehran Medical Sciences, Islamic Azad University, Tehran, Iran

E-mail: alireza_ch57@yahoo.com

Received: 18 August 2021  Accepted: 21 January 2022

Abstract:

Considering the importance of vitamin K₃ in commercial pet foods, veterinary medicines, poultry, and some swine feed and also tetrazole derivatives in pharmacy, medicine, chemistry, petroleum, and military industry, design efficient catalytic systems are desirable. Herein, four magnetic nanocomposites (MNCs) of cobalt and manganese using metformin, 3-aminopropyltrimethoxysilane (L1) and 2-aminoethyl-3-aminopropyltrimethoxysilane (L2) were designed and constructed as an efficient and controllable catalytic system. The synthesized nanocomposites fully characterized by FT-IR, AAS, ICP-OES, BET, CHN elemental analysis, SEM, TEM, DLS, EDX, TGA, VSM, and XPS spectroscopy. The well-prepared magnetically recoverable nanocomposites were used in the synthesis of a wide derivatives of α-hydrazino tetrazoles (α-HyT), ferrocenyltetrazoles (FcT), arylaminotetrazoles (ArAT) and also vitamin K₃. Besides, the effect of operating parameters, such as the amount of catalyst, nature of solvent, temperature and reaction time, metal nature, chain length and hydrophobicity properties of linkers, was studied in the catalytic efficiency of synthesized nanocatalysts. The best catalytic results were obtained in the following order: FS-L2-Met@Co(II) > FS-L2-Met@Mn(II) > FS-L1-Met@Co(II) > FS-L1-Met@Mn(II) due to their structural characteristics. In addition to high TOF, these magnetic nanocomposites are superior in easy, inexpensive, and commercially preparation, keeping the structural and magnetic characteristics, easy magnetically separation from the reaction medium, short reaction time, mild reaction condition, easy work-up, and reusability without any metal leaching in six runs.

Graphical abstract

Keywords: Magnetic nanocomposite; Nanocatalyst; Vitamin K3; Tetrazoles

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-022-02099-y

Chemical Papers 76 (6) 3581–3605 (2022)