Anodic electrosynthesis of MIL-53(Al)-N(CH2PO3H2)2 as a mesoporous catalyst for synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines via a cooperative vinylogous anomeric based oxidation

Abstract

In this paper, the MIL-53(Al)-NH2 metal–organic frameworks (MOFs) was prepared based on the anodic electrosynthesis under green conditions. The anodic electrosynthesis as an environmentally friendly procedure was performed in the aqueous solution, room temperature, atmospheric pressure, and in the short reaction time (30 min). Also, the employed procedure was accomplished without the need for the ex-situ salt and base/probase additives as cation source and ligand activating agent at the constant current mode (10.0 mA cm−2). The electrosynthesized MOFs was functionalized with phosphorus acid tags as a novel mesoporous catalyst. This mesoporous catalyst was successfully employed for synthesis of new series (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines by one-pot condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5-amine, 3-(1-methyl-1H-pyrrol-2-yl)-3-oxopropanenitrile and various aromatic aldehydes (mono, bis and tripodal). This catalyst proceeded the organic synthetic reaction via a cooperative vinylogous anomeric based oxidation mechanism with a marginal decreasing its catalytic activity after recycling and reusability.

Applications of novel composite UiO-66-NH2/Melamine with phosphorous acid tags as a porous and efficient catalyst for the preparation of novel spiro-oxindoles

“…5a–d). The structure and morphology of UiO-66-NH 2 are in agreement with the references, and the structure takes the form of fcu 11–36 (Fig. 5a and b).…”

“…12–14 This method has been introduced for MOFs that are assembled and modified with different chemical reagents while their structures and networks remain stable. 15,16 We have used post-modification method for coupling phosphorus acid tags with MOFs, 17–19 carbon quantum dots 20 and mesoporous materials, 21 as well as melamine, 22 glycoluril 23 and uric acid 24 as novel catalysts. In this study, phosphorus acid tags were incorporated into UiO-66-NH 2 /Melamine, to fabricate the porous and heterogeneous catalyst, UiO-66-NH 2 /Melamine/[N(CH 2 PO 3 H 2 ) 2 ] 2 .…”

Application of a needle trap device packed with a MIP@MOF nano-composite for efficient sampling and determination of airborne diazinon pesticide

“…[30][31][32] For this reason, it has been employed in various elds such as drug delivery, gas storage, sensors, catalysts, electrocatalyst, supercapacitor, and sampling of various analytes. [33][34][35][36][37][38][39] Molecularly imprinted polymers (MIPs) are synthetic polymers with specied functions for selectively detection of targeted analytes. These adsorbents which are synthesized using a three-dimensional polymer network according to the shape and size of the target analyte, enable the specic adsorption and recycling of the desired analytes from a variety of samples.…”

“…30–32 For this reason, it has been employed in various fields such as drug delivery, gas storage, sensors, catalysts, electrocatalyst, supercapacitor, and sampling of various analytes. 33–39…”

Application of MIL-53(Al)-NH2 as a Dispersive Microsolid-Phase Extraction Material for Determination of Cyclophosphamide in Urine by High-Performance Liquid Chromatography

“…So, the important effective parameters such as selectivity, surface area, chemical stability, and nonreactivity of the solid sorbent should be considered . To date, various solid sorbents have been used in the Dμ-SPE method to extract different analytes from the liquid matrices. − In this regard, the metal–organic framework (MOF) materials have been exploited on the Dμ-SPE method for extraction of chlorinated insecticides, herbicides, hormones, polyaromatic hydrocarbons, parabens, and sulfonamides. − MOFs are versatile porous materials consisting of metal clusters or ions and organic ligands, which have a repeatable crystal structure and controllable chemical structure. , These materials with eye-catching features such as high surface area, porosity, tunable and uniform pores, tunable morphologies, and fully assessable active sites have been used in various research studies. − Previous research of this group has focused on the sampling, extraction, and determination of different environmental pollutants from air and urine conditions by utilizing various MOFs. − In this work, MIL-53­(Al)-NH 2 as a well-known and reliable solid sorbent with high surface area, high chemical stability, high thermal resistance, and high porosity was utilized in the extraction of the cyclophosphamide compound from the urine samples. − It is worth noting that the presence of an amine functional group in MIL-53­(Al)-NH 2 can be affected by the enhanced extraction efficiency through the hydrogen bonding of NH 2 with the NH group of the cyclophosphamide compound. , …”