Preparation and characterization of novel hybrid nanomaterial catalyst MCM-41@AzaCrown-SB-Cu and its application in synt
- PDF / 1,151,884 Bytes
- 11 Pages / 595.276 x 790.866 pts Page_size
- 56 Downloads / 210 Views
Preparation and characterization of novel hybrid nanomaterial catalyst MCM‑41@AzaCrown‑SB‑Cu and its application in synthesis of 1, 2, 3‑triazole derivatives in click chemistry Somayeh shirali1 · Alireza Salimi Beni1
© Springer Science+Business Media, LLC, part of Springer Nature 2020
Abstract Synthesis of efficient and reusable catalyst was carried out by immobilization of azacrown ether onto the covalently linked amine-functionalized mesoporous MCM-41 via a simple method. Application of this linked azacrown ether functionalized MCM-41 catalyst was also investigated as an effective, heterogeneous and host material in the regioselective ring opening and triazole cyclization of epoxides by phenylacetylene and sodiumazide in click reaction. The heterogeneous catalyst was characterized by TGA,XRD,TEM, 1HNMR, 13CNMR and FT-IR techniques. The results of theses analysis showed that, MCM-41@azacrown-Cu with a 22.99% mol loading of copper has given excellent catalytic activity and high efficiency in short time. It is noted that one of the most valuable factors in this work is the recyclability of the catalyst. Keywords Click reaction · Triazole compounds · Schiff-base · Azacrown ether · MCM-41
1 Introduction Various substrates have been stated for consolidation of metal complexes. These substrates can be referred to mesoporous type, containing M41s [1, 2]. Among the members of the M41s family, MCM-41 is the most significant ones, which was discovered in 1990 [2–5]. It has a hexagonal structure, high surface area, accessible and adjustable pores, and the ordered arrangement of tubular channels which are linked through a silicon oxide bond [6]. This structural property have led to the use of MCM-41 as an absorbent and host material [3], as well as the catalyst base and also it supplies an ideal level for the probe [5]. Unmodified MCM-41 exhibits very little catalytic properties due to its hydraulic properties and limited active sites [4–7]. Circular heterocyclic compounds, which include a ring with several etheric groups, are crowned ethers. Many crown ethers are oligomers of ethylene oxide, where the -O-CH2-CH2-O- units are repeated in them [7–9]. The most * Alireza Salimi Beni [email protected] Somayeh shirali [email protected] 1
Department of Chemistry, Yasouj University, Yasouj, Iran
important feature of crown ether is the ability to form a stable complex with metal ions, organic cations and polar molecules, which are the basis for their use as selective ligands [10]. Metal-crown ethers, exhibit a vast range of chemical activities due to their structural properties, and they are vastly used as catalysts in organic reactions [11]. The use of intermediates in the structure of ligands is common in formation of metal complexes [12]. The condensation of AzaCrown-PhCHO with MCM41-NH2 leads to the formation of a very important category of famous compounds, known as ‘ ‘Schiff-base’’ which first introduced by Schiff [11]. Generally, the term Schiff-base is used in the projects to explain the category
Data Loading...
