Functionalized magnetic PAMAM dendrimer as an efficient nanocatalyst for a new synthetic strategy of xanthene pigments

Sheikh, Safoora and Nasseri, Mohammad Ali and Chahkandi, Mohammad and Allahresani, Ali and Reiser, Oliver (2020) Functionalized magnetic PAMAM dendrimer as an efficient nanocatalyst for a new synthetic strategy of xanthene pigments. JOURNAL OF HAZARDOUS MATERIALS, 400: 122985. ISSN 0304-3894, 1873-3336

Full text not available from this repository. (Request a copy)

Abstract

A green protocol has been developed for preparation of the wide variety of colored xanthene derivatives using a new efficient magnetic solid acid catalyst bearing polyamidoamine dendrimer moiety as a nanoscopic compound. Dendrimers, highly symmetric molecules around a core and 3D spherical morphology, show interesting traits based on their functionalized groups on the branched surface. They can be designed to provide water soluble structures or pseudo-active sites of biomolecules. The catalyst was assembled via a polyamidoamine dendrimer immobilized on the surface of gamma-Fe2O3 followed by the sulfonylation of the amine groups by chlor osulfonic acid resulting in gamma-Fe2O3@PAMAM-SO3H. Herein, PAMAM dendrimer with repeating amine/amide branches as catchable sites of sulfonic acid groups was introduced as transformer of homogeneous to heterogeneous acidic catalysts. The physicochemical properties of synthesized catalyst were studied using by FT-IR, FE-SEM, XRD, VSM, EDS, TGA/DTG, and TEM. Finally, the catalytic activity of gamma-Fe2O3@PAMAM-SO3H was evaluated for the preparation of xanthene derivatives via a one-pot, three components reaction of aromatic aldehydes with i) 13-naphthol, ii) cyclic 1,3-dicarbonyl, iii)beta-naphthol and cyclic 1,3-dicarbonyl compounds, iv) 2-hydroxy-1,4-naphthoquinone, leading to the eco-riendly preparation of the target compounds in good to excellent yields. The catalyst could be easily recycled for at least five consecutive runs without significant loss in its catalytic activity.

Item Type: Article
Uncontrolled Keywords: ONE-POT SYNTHESIS; SOLVENT-FREE SYNTHESIS; IONIC LIQUID CATALYST; SOLID ACID CATALYST; GAMMA-FE2O3 NANOPARTICLES; ANTIINFLAMMATORY DRUGS; REUSABLE CATALYST; SULFURIC-ACID; BETA-NAPHTHOL; RHODAMINE-B; gamma-Fe2O3@PAMAM-SO3H; Solid acid magnetic catalyst; Xanthene colored derivatives; Eco-friendly
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 05 Mar 2021 08:48
Last Modified: 05 Mar 2021 08:48
URI: https://pred.uni-regensburg.de/id/eprint/43170

Actions (login required)

View Item View Item