An Fe3O4 nanoparticle-supported Mn (II)-azo Schiff complex acts as a heterogeneous catalyst in alcoholysis of epoxides

Olia, Fahimeh Karami; Sayyahi, Soheil; Taheri, Narges

doi:10.1016/j.crci.2016.06.007

Cited by 15 publications

(3 citation statements)

References 23 publications

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“…The choice of such strategy is suggested by the ease of recovery of the catalyst and of the process for magnetic and silica-coated magnetic nanoparticles functionalization [221,222]. This peculiar strategy is used to deposit Schiff-bases and other chelating agents dedicated either to olefins epoxidation [223][224][225][226][227][228][229], sulfide oxidation [228,230,231], alcoholysis of epoxides [232], or homocoupling of terminal alkynes [233]. Although the large number of papers available, organometallic-functionalized magnetic nanoparticles are rarely employed for fine chemicals production through biomass valorization.…”

Section: Nanoparticlesmentioning

confidence: 99%

Support–Activity Relationship in Heterogeneous Catalysis for Biomass Valorization and Fine-Chemicals Production

et al. 2021

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Heterogeneous catalysts are progressively expanding their field of application, from high-throughput reactions for traditional industrial chemistry with production volumes reaching millions of tons per year, a sector in which they are key players, to more niche applications for the production of fine chemicals. These novel applications require a progressive utilization reduction of fossil feedstocks, in favor of renewable ones. Biomasses are the most accessible source of organic precursors, having as advantage their low cost and even distribution across the globe. Unfortunately, they are intrinsically inhomogeneous in nature and their efficient exploitation requires novel catalysts. In this process, an accurate design of the active phase performing the reaction is important; nevertheless, we are often neglecting the importance of the support in guaranteeing stable performances and improving catalytic activity. This review has the goal of gathering and highlighting the cases in which the supports (either derived or not from biomass wastes) share the worth of performing the catalysis with the active phase, for those reactions involving the synthesis of fine chemicals starting from biomasses as feedstocks.

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Section: Nanoparticlesmentioning

confidence: 99%

Support–Activity Relationship in Heterogeneous Catalysis for Biomass Valorization and Fine-Chemicals Production

et al. 2021

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“…Recent innovations, including the deployment of UiO-66 functionalized with thiophene-2carboxamide [20], copper-based MOF equipped with amine-derived tridentate ligands [21], Fe3O4 nanoparticle-supported Mn (II)-azo Schiff complex [22], and Lewis acidic trifluoromethylate ionic liquids have shown potential [23]. Nevertheless, these catalysts do not come without limitations which include prolonged reaction time, the necessity for high catalyst loadings, stability concerns, and environmental implications.…”

Section: Introductionmentioning

confidence: 99%

Cost-effective catalytic epoxide ring-opening reactions using Zr-based MOF MIP-202: a comparative study with UiO-66-(CO 2 H) 2

Bagherzadeh,

chegeni,

bayrami

et al. 2024

Preprint

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This study еxplorеd thе catalytic pеrformancе of two robust zirconium-basеd mеtal-organic framеworks (MOFs), MIP-202(Zr) and UiO-66-(CO2H)2 in thе ring-opening of еpoxidеs using alcohols and aminеs as nucleophilic reagents. Thе MOFs wеrе charactеrizеd by tеchniquеs such as FT-IR, PXRD, FE-SEM, and EDX. Through systematic optimization of key parameters (catalyst amount, time, temperature, solvent), MIP-202(Zr) achieved 99% styrene oxide conversion in 25 minutes with methanol at room temperature using 5 mg catalyst. In contrast, UiO-66-(CO2H)2 required drastically harsher conditions of 120 minutes, 60°C, and four times the catalyst loading to reach 98% conversion. A similar trend was observed for ring-opening with aniline –MIP-202(Zr) gave 93% conversion in one hour at room temperature, while UiO-66-(CO2H)2 needed two hours at 60°C for 95% conversion. The superior performance of MIP-202(Zr) likely stems from cooperative Brønsted/Lewis acid sites and higher proton conductivity enabling more efficient epoxide activation. Remarkably, MIP-202(Zr) maintained consistent activity over five recycles in the ring-opening of styrene oxide by methanol and over three recycles in the ring-opening of styrene oxide by aniline. Testing various epoxide substrates and nucleophiles revealed trends in reactivity governed by electronic and steric effects. The results provide useful insights into tuning Zr-MOF-based catalysts and highlight thе promisе of thе cost-еffеctivе and sustainablе MIP-202(Zr) for divеrsе еpoxidе ring-opеning rеactions on an industrial scalе.

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“…Owing to the widespread applications of the described compounds, and in continuation of our efforts on the synthesis of new heterogeneous catalysts [24][25][26][27][28], in this paper, we report our study on synthesis, characterization, and catalytic properties of polystyrene-supported 1methylimidazolium tetrachloroferrate (PS[mim][FeCl 4 ]). The catalyst was characterized with several techniques, and its catalytic activity was investigated in the synthesis of 2-amino-4Hchromene-3-carbonitrile derivatives through the one-pot condensation reaction of various aryl aldehydes, malononitrile and dimedone or 2-naphthol under aqueous media (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Polystyrene-supported 1-methylimidazolium tetrachloro ferrate: Synthesis, characterization, and application as an efficient and reusable heterogeneous catalyst for one-pot synthesis of 4h-chromene derivatives in aqueous media

Taheri¹,

Fallah‐Mehrjardi²,

Sayyahi³

2018

Bull. Chem. Soc. Eth.

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Polystyrene-supported 1-methylimidazolium tetrachloroferrate (PS[mim][FeCl4]) was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM) and energy dispersive X-ray analysis (EDX). The catalytic activity of the heterogeneous catalyst was evaluated through one-pot synthesis of 2-amino-4H-chromene-3-carbonitriles via the three-component condensation reaction of aromatic aldehydes, malononitrile and dimedone or 2-naphthol in water. The heterogeneous catalyst could be recovered easily and reused five times without significant loss of its catalytic activity.

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An Fe3O4 nanoparticle-supported Mn (II)-azo Schiff complex acts as a heterogeneous catalyst in alcoholysis of epoxides

Cited by 15 publications

References 23 publications

Support–Activity Relationship in Heterogeneous Catalysis for Biomass Valorization and Fine-Chemicals Production

Support–Activity Relationship in Heterogeneous Catalysis for Biomass Valorization and Fine-Chemicals Production

Cost-effective catalytic epoxide ring-opening reactions using Zr-based MOF MIP-202: a comparative study with UiO-66-(CO 2 H) 2

Polystyrene-supported 1-methylimidazolium tetrachloro ferrate: Synthesis, characterization, and application as an efficient and reusable heterogeneous catalyst for one-pot synthesis of 4h-chromene derivatives in aqueous media

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