Pd(0)‐ S‐propyl‐2‐aminobenzothioate immobilized onto functionalized magnetic nanoporous MCM‐41 as efficient and recyclable nanocatalyst for the Suzuki, Stille and Heck cross coupling reactions

Abstract

The present work describes the use of Pd(0)-S-propyl-2-aminobenzothioate Complex immobilized onto functionalized magnetic nanoporous MCM-41(Fe 3 O 4 @MCM-41@Pd-SPATB) as efficient and recyclable nano-organometallic catalyst for C-C bond formation between various aryl halides with phenylboronic acid (Suzuki reaction), aryl halides with triphenyltin chloride (Stille reaction), and aryl halides with n-butyl acrylate (Heck reaction). All the reactions were carried out in PEG-400 as green solvent with short reaction time and good to excellent yields. This catalyst was characterized by FT-IR spectroscopy, XRD, TGA, VSM, ICP-OES, TEM, EDX and SEM techniques. Ease of operation, high efficiency, recovery and reusability for five continuous cycles without significant loss of its catalytic activities or metal leaching are the noteworthy features of the currently employed heterogeneous catalytic system.

Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane‐Cu(I): a novel, highly efficient and reusable nanocatalyst for the C‐C bond formation and the synthesis of 5‐substituted 1H‐tetrazoles in green media

“…Melting point measured literature 1 60 98 61-63 62-64 [28] 2 100 96 43-44 43-45 [28] 3 160 97 81-83 82-85 [28] 4 200 90 Oil Oil [60] 5 160 87 62-64 62-64 [28] 6 120 95 43-45 43-45 [28] 7 80 88 84-86 82-84 [28] 8 300 90 72-73 70-72 [60] 9 50 94 111-113 111-114 [28] (Continues)…”

Fe3O4@silica‐MCM‐41@DABCO: A novel magnetically reusable nanostructured catalyst for clean in situ synthesis of substituted 2‐aminodihydropyrano[3,2‐b]pyran‐3‐cyano

“…The TGA of the synthesized Fe 3 O 4 @silica‐MCM‐41@DABCO indicates 6% weight loss between 47 and 150°C in one step attributable to desorption of H 2 O. The other weight losses are in the regions 150–250°C (about 1.54%), 250–450°C (11%) and 450–600°C (7%) mainly related to the removal of physisorbed solvent and H 2 O hosted inside the nanopore channels of the MCM‐41 network, the decomposition of organic moieties on the surface of Fe 3 O 4 @MCM‐41@DABCO and condensation of the Si‐OH silanol agents, respectively …”

“…Despite their superior features, due to poor morphology, low thermal stability, high aggregation tendency and susceptibility to oxidation of these bare materials, polymers, carbon layers and silicate materials are utilized to coat such magnetic nanoparticles. Mesoporous silicate coatings, by preventing the aggregation of nanoparticles, can improve the characteristics of magnetic nanostructures due to their biocompatibility, small nanopore size, controllable morphologies, high surface area, chemical stability and inertness, and can be widely utilized as heterogeneous catalysts in organic transformations . In order to recover the catalysts based on silica‐MCM‐41 from reaction mixtures, functionalized magnetic nanoparticles with mesoporous silica coating have been developed as a powerful tool .…”

Functionalized Ordered Mesoporous Silicas (MCM-41): Synthesis and Applications in Catalysis

“…The same research group also reported a Pd(0)-S-propyl-2-aminobenzothioate complex immobilized onto functionalized magnetic MCM-41(Fe3O4@MCM-41@Pd-SPATB) as an efficient and recyclable nano-organometallic catalyst for Suzuki, Stille and Heck reactions [166]. For the preparation of Fe3O4@MCM-41@Pd-SPATB ( Figure 63), Fe3O4@MCM-41 was functionalized with (3mercaptopropyl)trimethoxysilane (MPTMS) and, afterwards, with S-propyl-2-aminobenzothioate, providing the denoted Fe3O4@MCM-41@SPATB.…”