Novel ferrocene-based ionic liquid supported on silica nanoparticles as efficient catalyst for synthesis of naphthopyran derivatives

We report synthesis of silica nanospheres containing ferrocene-tagged imidazolium acetate (SiO₂@Im-Fc[OAc]) as efficient heterogeneous nanocatalyst for synthesis of naphthopyran derivatives under solvent-free conditions, based on modification of nano SiO₂ by ionic liquid with ferrocene tags and subsequent anion metathesis reaction. The synthesized novel nanocatalyst (SiO₂@Im-Fc[OAc]) was systematically characterized using Fourier-transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction analysis, and field-emission scanning electron microscopy. The catalytic activity of (SiO₂@Im-Fc[OAc]) was tested in one-pot three-component reaction of aromatic aldehydes, malononitrile, and 2-naphthol for facile synthesis of naphthopyran derivatives. To achieve high catalytic efficacy, the effects of various reaction parameters such as temperature, amount of catalyst, type of solvent, etc. were investigated. Furthermore, recovery and reuse of the nanocatalyst several times was demonstrated without appreciable loss in catalytic activity. The presented protocol offers several advantages, including green and ecofriendly nature, operational simplicity, higher yield, and easy recovery and reuse of the nanostructured catalyst. The workup of these very clean reactions involves only recrystallization of the product from ethanol and recovery of the catalyst by filtration.     

Synthesis of Betti base derivatives catalyzed by nano-CuO-ionic liquid and experimental and quantum chemical studies on corrosion inhibition performance of them

Research on Chemical Intermediates - In this research, for the first time, aminonaphthol derivatives were introduced as efficient corrosion inhibitors. A linear polarization method was employed to...     

Ferrocene‐tagged ionic liquid stabilized on silica‐coated magnetic nanoparticles: Efficient catalyst for the synthesis of 2‐amino‐3‐cyano‐4H‐pyran derivatives under solvent‐free conditions

An advanced novel magnetic ionic liquid based on imidazolium tagged with ferrocene, a supported ionic liquid, is introduced as a recyclable heterogeneous catalyst. Catalytic activity of the novel nanocatalyst was investigated in one‐pot three‐component reactions of various aldehydes, malononitrile and 2‐naphthol for the facile synthesis of 2‐amino‐3‐cyano‐4H‐pyran derivatives under solvent‐free conditions without additional co‐catalyst or additive in air. For this purpose, we firstly synthesized and investigated 1‐(4‐ferrocenylbutyl)‐3‐methylimidazolium acetate, [FcBuMeIm][OAc], as a novel basic ferrocene‐tagged ionic liquid. This ferrocene‐tagged ionic liquid was then linked to silica‐coated nano‐Fe₃O₄ to afford a novel heterogeneous magnetic nanocatalyst, namely [Fe₃O₄@SiO₂@Im‐Fc][OAc]. The synthesized novel catalyst was characterized using ¹H NMR, ¹³C NMR, Fourier transform infrared and energy‐dispersive X‐ray spectroscopies, X‐ray diffraction, and transmission and field emission scanning electron microscopies. Combination of some unique characteristics of ferrocene and the supported ionic liquid developed the catalytic activity in a simple, efficient, green and eco‐friendly protocol. The catalyst could be reused several times without loss of activity.     

Synthesis and characterization of Graphitic Carbon Nitride/Mesoporous Nano-Silica (g-C3N4/KCC-1) nanocomposite as a novel highly efficient and recyclable photocatalyst for degradation of antibiotic in aqueous solution

Research on Chemical Intermediates - Among the pharmaceutical compounds, penicillin G (PG) antibiotic has frequently introduced in waters and wastewater. The present study has investigated a novel...     

Fe3O4@SiO2-BenzIm-Fc[Cl]/ZnCl2: a novel and efficient nano-catalyst for the one-pot three-component synthesis of pyran annulated bis-heterocyclic scaffolds under ultrasound irradiation

Research on Chemical Intermediates - In this study, a novel magnetically recoverable Fe3O4@SiO2-BenzIm-Fc[Cl]/ZnCl2 nano-particle was synthesized using a simple chemical coprecipitation approach....     

Synthesis and Cytotoxic Activity of Some Novel Dihyrobenzo[h]pyrano[3,2‐c]chromene Derivatives

Three‐component reaction of 4‐hydroxy‐2H‐benzo[h]chromen‐2‐one, aromatic aldehydes, and malononitrile in the presence of 1,4‐diazabicyclo[2.2.2]octane (DABCO) in ethanol at room temperature affords good yields of novel dihyrobenzo[h]pyrano[3,2‐c]chromene derivatives. The synthesized compounds examined by MTT assays for cytotoxic activity in two human cancer cell lines (MOLT‐4, HL‐60). Most of the evaluated compounds showed low inhibitory activity against tumor cell line at micromolar concentrations.     

Synthesis and application of novel 1,2,3‐triazolylferrocene‐containing ionic liquid supported on Fe3O4 nanocatalyst in the synthesis of new pyran‐substituted Betti bases

A novel magnetic ferrocene‐labelled ionic liquid based on triazolium, [Fe₃O₄@SiO₂@Triazol‐Fc][HCO₃], has been synthesized and has been successfully introduced as a recyclable heterogeneous nanocatalyst. The catalytic activity of the novel magnetic nanoparticles was evaluated in the one‐pot three‐component synthesis of a wide variety of Betti bases. A simple, facile and highly efficient green method has been developed for the synthesis of kojic acid‐containing Betti base derivatives at room temperature. Additionally, this new protocol has notable advantages such as short reaction times, green reaction conditions, high yields and simple workup and purification steps. Also, the novel nanocatalyst could be easily recovered using an external magnetic field and reused for six consecutive reaction cycles without significant loss of activity. The newly synthesized nanocatalyst was characterized using Fourier transform infrared spectroscopy, X‐ray diffraction, energy‐dispersive X‐ray spectroscopy, field emission scanning electron microscopy, transmission electron microscopy and Brunauer–Emmett–Teller measurements.