Preparation of a novel magnetic bionanocomposite based on factionalized chitosan by creatine and its application in the synthesis of polyhydroquinoline, 1,4-dyhdropyridine and 1,8-dioxo-decahydroacridine derivatives

Abstract

In this research, for the first time, novel magnetic chitosan-terephthaloyl-creatine bionanocomposite was successfully designed and synthesized. For this purpose, chitosan bio-polymeric chains were functionalized by synthetic creatine-terephthaloyl chloride ligands. Then, the functionalized polymeric substrate was magnetized by in-situ preparation of Fe₃O₄ magnetic nanoparticles. The characterization of the magnetic bionanocomposite was well accomplished by various spectral and analytical techniques such as FT-IR, EDX, FE-SEM, TEM, XRD, TGA and VSM analysis. Apart from characterizing its specific and unique features, the catalytic efficiency and performance of this new magnetic bionanocomposite were evaluated in symmetric and unsymmetrical Hantzsch condensation reactions. In comparison of conventional catalysts and previous studies, this heterogeneous nanocatalyst with high potential magnetic property and eco-friendly nature can be efficiently applied for one-pot synthesis of polyhydroquinoline, 1,4-dyhdropyridine and 1,8-dioxo-decahydroacridine derivatives in high yields of the product within short reaction times in accordance with green chemistry principals.

Keywords: Chitosan biopolymer; Creatine; Dihydropyridines; Dioxo-decahydroacridine; Hantzsch condensation reaction; Polyhydroquinolines.