A Nanostructured Organic-Inorganic Hybrid Material: Preparation, Characterization and Catalytic Performance for the Synthesis of N,N '-Alkylidene Bisamides

by Zare, A.; Khanivar, R.; Irannejad-Gheshlaghchaei, N.; Beyzavi, M. H.

In this research, a novel nanostructured mesoporous organic-inorganic hybrid material, based on dicationic ionic liquid-anchored with silica, namely nano-2-[N ',N '-dimethyl-N '-(silica-n-propyl)ethanaminium chloride]-N,N-dimethylaminium bisulfate {nano-[DSPECDA][HSO4]} has been prepared, and characterized by FT-IR, energy-dispersive X-ray spectroscopy (EDX), field emission scanning electron microscopy (FE-SEM), X-ray diffraction (XRD), thermal gravimetry (TG), differential thermal gravimetric (DTG), differential thermal analysis (DTA), and adsorption/desorption porosimetry (BET, Langmuir, adsorption/desorption isotherm, BJH, and t-plot) methods. Thereafter, the nanomaterial has been utilized as a highly effectual, heterogeneous and recyclable nanocatalyst for the synthesis of N,N '-alkylidene bisamides via the condensation reaction of arylaldehydes (1 eq.) with primary amides (2 eq.) under solvent-free conditions. The reaction results were better compared with the literature in terms of two or more of these factors: turnover frequency (TOF), yield, temperature, time, and the reaction media. Moreover, a plausible mechanism for the synthesis has been proposed.

Journal
ChemistrySelect
Volume
4
Issue
13
Year
2019
Start Page
3953-3960
URL
https://dx.doi.org/10.1002/slct.201900220
ISBN/ISSN
2365-6549
DOI
10.1002/slct.201900220