scholarly journals Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2975 ◽  
Author(s):  
Raquel Soengas ◽  
Yolanda Navarro ◽  
María Iglesias ◽  
Fernando López-Ortiz

A cycloaurated phosphinothioic amide gold(III) complex was supported on amorphous silica with the aid of an imidazolium ionic liquid (IL) physisorbed in the SiO2 pores (SiO2–IL) and covalently bonded to the SiO2 (SiO2@IL). Gold(0) nanoparticles (AuNPs) were formed in situ and subsequently immobilized on the SiO2–IL/SiO2@IL phase. The resulting catalytic systems Au–SiO2–IL and Au–SiO2@IL promoted the solvent-free A3 coupling reaction of alkynes, aldehydes, and amines in high yields under solvent-free conditions with very low catalyst loading and without the use of additives. The Au–SiO2@IL catalyst showed good recyclability and could be reused at least five times with yields of propargylamines of ≥80%. This synthetic method provides a green and low cost way to effectively prepare propargylamines. Additionally, 31P high resolution magic angle spinning (HRMAS) NMR spectroscopy is introduced as a simple technique to establish the Au loading of the catalyst.

2021 ◽  
Vol 18 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Zahra Ghahremany ◽  
Madieh Sadeghpour

: A green and efficient protocol was developed for the one-pot three-component synthesis of novel 2-(4-hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-dione derivatives by the reaction of 4-hydroxycoumarin, ninhydrin and aromatic amines in the presence of guanidine hydrochloride as an organocatalyst under solvent-free conditions. The present approach offers several advantages such as low cost, simple work-up, short reaction times, chromatography-free purification, high yields and greener conditions.


2011 ◽  
Vol 89 (3) ◽  
pp. 280-288 ◽  
Author(s):  
Sadok Letaief ◽  
Yun Liu ◽  
Christian Detellier

An inorganic nanocomposite made of zirconia nanoparticles coated on the external surfaces of the fibrous clay mineral sepiolite was prepared by using the sol–gel process under soft conditions using zirconium(IV) propoxide in 1-propanol as the precursor. The resulting materials were characterized by X-ray diffraction (XRD), thermal gravimetric analyses (TGA) and differential thermal analyses (DTA), microporosimetry, 29Si magic-angle spinning (MAS) nuclear magnetic resonance (NMR), and high-resolution transmission electron microscopy (HR-TEM). The organic material from the precursor was fully removed after calcination at 450 °C, concurrently with the crystallization of the cubic phase of zirconium oxide. The coordinated water molecules of sepiolite were fully removed and its symmetrical layered structure was folded after calcination at 650 °C, as observed by XRD and 29Si cross-polarization (CP) / MAS NMR. The arrangement of the nanoparticles of zirconium oxide on the sepiolite external surfaces maintains a fibrous morphology for the nanocomposite. This material was applied as a catalyst for the Knoevenagel condensation reaction of benzaldehyde and malononitrile under solvent-free conditions. Strongly improved yields of reaction, attributed to larger catalytically active surfaces, were obtained compared with either the sepiolite clay mineral or the zirconium oxide tested individually.


2011 ◽  
Vol 8 (4) ◽  
pp. 1626-1631 ◽  
Author(s):  
Liqiang Wu ◽  
Xiao Wang

An efficient solvent-free procedure for the preparation of 4,4′-epoxydicoumarins via the ondensation of 4-hydroxycoumarin with aldehydes in the presence of catalytic amount of phosphorus pentoxide/silica gel at 110°C is described. The advantages of this method are generality, high yields, short reaction times, ease of product isolation, low cost and ecologically friendly.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Eskandar Kolvari ◽  
Maryam Mirzaeeyan

Al(NO3)3 · 9H2O efficiently catalyzes the three-component Biginelli reaction between an aldehyde, aβ-dicarbonyl compound, and urea or thiourea in refluxing ethanol and solvent-free (SF) conditions to afford the corresponding dihydropyrimidinones in high yields. The advantages of this method involve the easy procedure, the environmentally friendly process, and the low cost of the Lewis acid catalyst.


2020 ◽  
Vol 18 (1) ◽  
pp. 165-174 ◽  
Author(s):  
Abdelaziz Nait Ajjou ◽  
Ateeq Rahman

AbstractDifferent benzylic compounds were efficiently oxidized to the corresponding ketones with aqueous 70% tert-butyl hydroperoxide (TBHP) and the catalytic system composed of CuCl2.2H2O and 2,2’-biquinoline-4,4’-dicarboxylic acid dipotassium salt (BQC). The catalytic system CuCl2/BQC/TBHP allows obtaining high yields at room temperature under organic solvent-free conditions. The interest of this system lies in its cost effectiveness and its benign nature towards the environment. Benzylic tertbutylperoxy ethers and benzylic alcohols were observed and suggested as the reaction intermediates. Analysis of organic products by atomic absorption did not show any contamination with copper metal. In terms of efficiency, CuCl2/BQC system is comparable or superior to the most of the catalytic systems described in the literature and which are based on toxic organic solvent.


2019 ◽  
Vol 16 (7) ◽  
pp. 584-591 ◽  
Author(s):  
Hanan A. Soliman ◽  
Mahmoud El-Shahat ◽  
Abdel-Ghany Soliman

A straightforward strategy for the synthesis of N-sulfonyl imine derivatives from sulfonamides and aryl aldehydes utilizing Silica-supported zinc chloride (ZnCl2/SiO2, silzic) as a catalyst under solvent-free conditions has been developed. 2-Arylbenzothiazole derivatives were also synthesized by the reaction of 2-aminothiophenol with aryl aldehydes under the same conditions. This procedure has advantages of high yields, mild reaction condition, simple procedure, low cost, and simplicity of workup. The catalyst has the same efficiency on its reuse up to three times.


2018 ◽  
Vol 21 (7) ◽  
pp. 526-532 ◽  
Author(s):  
Zahra Abdi Piralghar ◽  
Mohammad Mahmoodi Hashemi ◽  
Ali Ezabadi

Aim and Objective: In this work, we synthesized and characterized a novel Brönsted acidic ionic liquid from the reaction of N, N, N’, N’-tetramethylethylenediamine with chlorosulfonic acid and explored its catalytic activity in 1, 8-dioxo-octahydroxanthenes synthesis. Materials and Methods: Dimedone, aryl aldehydes, and the ionic liquid as the catalyst were reacted under solvent-free conditions. The progressive of the reaction was monitored by a thin layer of chromatography (ethyl acetate/n-hexane = 1/5). All products were characterized as the basis of their spectra data and melting point by comparison with those reported in the literature. Results: The prepared ionic liquid was successfully applied in the synthesis of 1, 8-dioxooctahydroxanthenes in good to high yields on the reaction of aryl aldehyde and dimedone at 120oC under solvent-free conditions. Conclusion: This research demonstrates that the catalyst is impressive for 1, 8-dioxo-octahydroxanthenes synthesis under solvent-free conditions.


2021 ◽  
Vol 76 (2) ◽  
pp. 85-90
Author(s):  
Abdolkarim Zare ◽  
Manije Dianat

Abstract A highly efficient and green protocol for the synthesis of pyrimido[4,5-b]quinolines has been described. The one-pot multicomponent reaction of dimedone with arylaldehydes and 6-amino-1,3-dimethyluracil in the presence of N,N-diethyl-N-sulfoethanaminium chloride ([Et3N–SO3H][Cl]) as an ionic liquid (IL) catalyst under solvent-free conditions afforded the mentioned compounds in high yields and short reaction times. Our protocol is superior to many of the reported protocols in terms of two or more of these factors: the reaction times, yields, conditions (solvent-free versus usage of organic solvents), temperature and catalyst amount.


2005 ◽  
Vol 2005 (11) ◽  
pp. 733-735 ◽  
Author(s):  
Nemai C. Ganguly ◽  
Sanjoy Dutta ◽  
Mrityunjoy Datta ◽  
Prithwiraj De

Predominant ortho-selective mononitration of low-melting and liquid phenols and hydroxycoumarins in moderate to high yields has been accomplished upon grinding with solid cerium (IV) ammonium nitrate (CAN). Microwave-assisted expeditious CAN-mediated nitration of relatively high melting phenols and hydroxycoumarins with high efficiency and selectively under solvent-free conditions has been also developed to address the problems of sluggishness and low yield for these reluctant substrates.


RSC Advances ◽  
2015 ◽  
Vol 5 (57) ◽  
pp. 46074-46087 ◽  
Author(s):  
Giovanna Bosica ◽  
John Gabarretta

An environmentally benign, one-pot, A3-coupling reaction of various aldehydes, amines and terminal alkynes for the synthesis of propargylamine was catalysed by Amberlyst A-21 supported CuI, under heterogeneous and solvent-free conditions.


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