Alumina Supported Acidic Ionic Liquid: Preparation, Characterization, and Its Application as Catalyst in the Synthesis of 1,8-dioxo-octahydroxanthenes

Abstract

Preparation of a novel heterogeneous acidic catalyst by impregnation of alumina support by N-(4-sulfonic acid)butyl triethylammonium hydrogen sulfate ([Et 3 NC 4 SO 3 H][HSO 4 ]), an acidic ionic liquid, and its primary application as a solid acidic supported catalyst in the synthesis of 1,8-dioxo-octahydroxanthenes by reaction of dimedone with aromatic aldehydes are described. Characterization of the catalyst was performed by FT-IR, BET, TG/DTG, and XRD techniques. The results showed that the catalyst has high activity and the desired products were obtained in high yields. Moreover, the recovered catalyst was found to be reusable and a considerable catalytic activity still could be achieved after third run.

Chloroaluminate Ionic Liquid Immobilized on Magnetic Nanoparticles as a Heterogeneous Lewis Acidic Catalyst for the Friedel–Crafts Sulfonylation of Aromatic Compounds

“…Contrarily, heterogeneous catalysts could be recovered and recycled conveniently and efficiently, although their dispersion in reaction media have not been carried out well. To overcome these problems in the dispersion, recovery, and recycling of catalysts, ionic liquids have been immobilized onto solid materials such as organic polymers [ 42 , 43 , 44 ], inorganic supports (e.g., silica, alumina) [ 45 , 46 , 47 , 48 ], and magnetic nanoparticles (MNPs) [ 49 , 50 , 51 , 52 , 53 , 54 , 55 ]. The improved catalysts have possessed the combined properties of homogeneous and heterogeneous catalysts, consisting of a larger surface area and catalyst-loading capacity, better dispersity in reaction media, and simple separation.…”

Synthesis of calixresorcarenes using magnetic poly triazine-benzene sulfonamide-SO3H

“…There are numerous organic and inorganic materials which can be used as supporting reagents to produce heterogeneous catalysts such as polymers, 15 carbons, 16,17 zeolites, 18,19 silica, 20 hydroxyapatite, 21,22 zirconia, 23 magnetite nanoparticle, 24 alumina 25 and etc. Consequently, progress in heterogeneous solid acid catalysts as a fundamental principle in green chemistry is expected to have a major impact on industrial applications as well as on scientific aspects.…”

Magnetically separable modified sulfuric acid (CuFe2O4@SiO2-OSO3H): Preparation, characterization and catalytic application for the synthesis of 1,8-dioxo-octahydroxanthenes

“…Furthermore, they are well-known as fluorescent and laser dyes [7][8][9]. Xanthenediones are generally synthesized by condensation of aromatic aldehydes with 1, 3-cyclohexanedione or 5, 5-dimethyl-1, 3-cyclohexanedione (dimedone) using various promoting agents such as sulfated zirconia [10], multiwalled carbon nanotube-supported butyl 1-sulfonic acid (MWCNT-BuSO3H) [11], β-cyclodextrin grafted with butyl sulfonic acid (β-CD-BSA) [12], ceric ammonium nitrate supported HY-zeolite (CAN/HY-zeolite) [13], silica-supported Preyssler nano particles (Silica/Preyssler NPs) [14], L-proline [15], ZnO nanoparticles [16], SmCl3 [17], nanosized MCM-41-SO3H [18], trimethylsilyl chloride [19], H3PW12O40/MCM-41 [20], and [Et3NC4SO3H][HSO4]/Al2O3 [21]. Some of these catalysts have disadvantages http://echemcom.com…”