Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

Abstract

Recently magnetic nanocatalyst has attracted considerable attention because of its unique properties, including high performance, easy separation from the reaction mixture, and recyclability. In this study, a novel magnetic bionanocomposite was synthesized with chitosan and tannic acid as a natural material. The synthesized bionanocatalyst was characterized by essential analysis. Fe3O4@chitosan-tannic acid as a heterogeneous nanocatalyst was successfully applied to synthesize pyranopyrazole and its derivatives by a one-pot four-component reaction of malononitrile, ethyl acetoacetate, hydrazine hydrate, and various aromatic aldehyde. At the end of the reaction, the nanocatalyst was separated from the reaction mixture and was reused several times with no significant decrease in its catalytic performance. Simple purification of products, the ability for recovering and reusing the nanocatalyst, eco-friendliness, high yields of pure products, mild reaction conditions, short reaction time, non-toxicity, economically affordable are some of the advantages of using the fabricated nanocatalyst in the synthesis of pyranopyrazole.

Highly Stable Core-Shell Nanocolloids: Synergy between Nano-Silver and Natural Polymers to Prevent Biofilm Formation

“…Orlowski and his group reported the development of tannic acid-modified AgNPs with antiviral activities against Herpes Simplex Virus Type 2 [ 39 , 40 ]. The simultaneous use of crosslinked chitosan and tannic acid to reduce and/or stabilize metals and metal oxides, including silver, was reported by several groups, and the final systems were used for various applications, including a catalytic system for electrochemical detection and in synthetic processes [ 41 , 42 ] and as a promising wound dressing material [ 43 ].…”

Palladium Nanoparticles on Chitosan-Coated Superparamagnetic Manganese Ferrite: A Biocompatible Heterogeneous Catalyst for Nitroarene Reduction and Allyl Carbamate Deprotection

“…Biocompatible heterogeneous catalysts could play an important role in chemical engineering [ 40 , 41 ]. M. Kamalzare et al, explored and considered magnetic bio-nanocomposite synthesized with chitosan and tannic acid that obtained successful advantages for use as a heterogeneous nanocatalyst [ 42 ]. In another study, they prepared a bio-nanocatalyst based on magnetic nanoparticles and starch as a natural polymer that lists mild condition, low cost, and non-toxicity as some of the advantages [ 43 ].…”

Design, synthesis, and characterization of novel eco-friendly chitosan-AgIO3 bionanocomposite and study its antibacterial activity

“…The synthesis of nanocomposite in the direction of green chemistry has many preponderances, including simple and mild reaction conditions that cause the process to be scaled up, economically affordable, and eco-friendly 19 . Bionanocomposite could be used in several fields, such as antibacterial agents 20 , bionanocatalysts 21 , photocatalytic activity 22 , adsorbents for heavy metals 23 , and drug delivery 24 . With a view to green chemistry, extending and utilizing biodegradable polymers is considered the most thorough method for designing bionanocomposites as an antibacterial agent.…”