Ultrasonic and bio‐assisted synthesis of Ag@HNTs‐T as a novel heterogeneous catalyst for the green synthesis of propargylamines: A combination of experimental and computational study

Abstract

A novel heterogeneous catalyst is prepared through functionalization of halloysite nanotube with 1H-1,2,3-triazole-5-methanol and subsequent immobilization of silver nanoparticles through bio-assisted approach using Arctiumplatylepis extract. The resulting catalyst, Ag@HNTs-T, was characterized by using SEM/EDX, BET, XRD, FTIR, ICP-AES, TGA, DTGA and elemental mapping analysis. Moreover, we computationally assessed metal-ligand interactions in Ag@HNTs-T complex model to interpret the immobilization behavior of silver nanoparticles on HNTs surface via quantum chemistry computations. The catalytic activity of the catalyst was studied for the synthesis of propargylamines via A 3 and KA 2 coupling reactions under ultrasonic irradiation. The results demonstrated that Ag@HNTs-T could efficiently promote these reactions to furnish the corresponding products in high yields and short reaction times. The study of the recyclability of the catalyst and Ag(0) leaching confirmed that the catalyst was recyclability up to four reaction runs with slight Ag(0) leaching.

Ag Nanoparticles Stabilized on Cyclodextrin Polymer Decorated with Multi-Nitrogen Atom Containing Polymer: An Efficient Catalyst for the Synthesis of Xanthenes

“…As shown in Figure 5, the XRD pattern of the catalyst showed a broad halo at 2θ = 19-30 • that can be assigned to the amorphous CDNS-N/PMelamine. This observation is in a good agreement with the previous reports, in which CDNS prepared via melting method showed amorphous structure [41]. According to the literature, the sharp bands at 2θ = 38.06 • , 44.1 • , 64.5 • , 77.6 • , and 81.5 • can be attributed to the Ag(0) species [42], confirming the successful reduction of silver salt to the Ag(0) via Cuscuta epithymum extract.…”

Innovative Three-Step Microwave-Promoted Synthesis of N-Propargyltetrahydroquinoline and 1,2,3-Triazole Derivatives as a Potential Factor Xa (FXa) Inhibitors: Drug Design, Synthesis, and Biological Evaluation

“…The best results were achieved using the aniline derivatives (6-9), propargyl bromide, K 2 CO 3 as base, KI as additive, in acetonitrile as a solvent under microwave irradiation at 160 • C. N-propargyl aniline derivatives (11)(12)(13)(14) were obtained in good yields of isolated products (62-72%). However, the synthesis of compound 13 had to be carried out at 90 • C, due to the deprotection side reaction [83][84][85][86].…”

“…N-propargyl aniline derivatives (11)(12)(13)(14) were obtained in good yields of isolated products (62%-72%). However, the synthesis of compound 13 had to be carried out at 90 °C, due to the deprotection side reaction [83][84][85][86]. Noteworthy, the propargyl derivatives were obtained with the lower yields of isolated compounds using room temperature (96 h, 9-19% yield), sonication (40-80 °C, 4-15 h, 39-67%), and conventional heating sources (80-90 °C, 24-72 h, 15-49%).…”

Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite as a novel and efficient catalyst for the synthesis of 2-amino-4H-pyrans and spirochromenes

“…The results of these achievements have been collected in several review articles, useful to those synthetic organic chemists who are interested in HPAs-catalyzed reactions 114 . We have also recently reported the preparation and applications of immobilized AgNPs 115 – 120 . Based on the points mentioned above and in continuation of our interest in exploring green heterogeneous catalysts for organic transformations resulting in the construction of the heterocyclic systems 111 , 121 , 122 , herein we wish to report our successful attempt to apply our novel and fully characterized PC/AgNPs as an efficient and reusable catalyst in the synthesis of 4 H -pyrans and spirochromenes via a one-pot three-component cyclocondensation reactions.…”