A Cryptand Metal–Organic Framework as a Platform for the Selective Uptake and Detection of Group I Metal Cations

Demakov, Pavel A.; Самсоненко, Д. Г.; Dybtsev, Danil N.; Schröder, Martin; Fedin, Vladimir P.

doi:10.1002/chem.201605895

Cited by 20 publications

(12 citation statements)

References 45 publications

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“…Although this field is well‐recognized and sustainability idea is known, the primary requirement nowadays is to develop good procedures for organic synthesis with bio‐derived blocks and there is a keen interest in exploring chemical reactivity of biomass‐derived platform compounds . With developing a series of bio‐derived synthetic building blocks with different functional groups, the scope of application of biomass‐derived products was expanded, such as synthetic drugs, metal organic frameworks, and functional materials . Due to the carbonhydrates structure of lignocellulose, the bio‐derived products are mainly oxygen containing compounds .…”

Section: Figurementioning

confidence: 99%

Catalytic Synthesis of N‐(5‐Methylfurfuryl)aniline from Bio‐Derived Carbohydrates

Xiao

Yang

et al. 2019

Asian J Org Chem

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The value-added chemicals derived from lignocellulosic resources are mainly oxygen-containing compounds while nitrogen-containing compounds are also important in the industry and ambitiously desired to be obtained from bio-based carbohydrates. Here we report an efficient two-step approach from fructose under mild conditions to obtain N-(5-methylfurfuryl)aniline, a necessary nitrogenous intermediate for some important epoxyisoindoles which have good combat-Alzheimer's and antitumor biological activities. First, 5-methylfurfural was prepared with HI and H 3 PO 3 in a biphasic solution from fructose, then it was isolated and used for N-(5-methylfurfuryl)aniline synthesis through reductive amination catalyzed by a heterogeneous palladium catalyst. Besides, the substrate scope of the amines was examined, and most of them showed very good results. With this approach, renewable N-(5-methylfurfuryl)aniline was produced from fructose in an overall yield of 62%.[a] Dr.

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Section: Figurementioning

confidence: 99%

Catalytic Synthesis of N‐(5‐Methylfurfuryl)aniline from Bio‐Derived Carbohydrates

Xiao

Yang

et al. 2019

Asian J Org Chem

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“…Metal-organic frameworks (MOFs) are highly crystalline porous solids that provide diverse chemical and physical pore environments and qualify as good platforms to study host-guest interactions in the solid state. Similar to zeolites, MOFs containing exchangeable alkali metal ions have been studied for various purposes such as luminescent sensors, [16][17] proton conductors, 18 ionselective membranes, 19 solid electrolytes 20 and enhanced gas uptake, [21][22][23][24] to name a few. Consequently, detailed structural information on the coordination of alkali metal ions in porous solids would be highly desirable to better understand and improve material properties toward above-mentioned applications.…”

Section: Introductionmentioning

confidence: 99%

Postsynthetic ion exchange and characterization of alkali metal ions ordered in the pores of anionic Zr metal–organic framework

Chun

2021

Bulletin Korean Chem Soc

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Binding alkali metal ions in solutions is an important yet difficult task and it is especially true for a solid host in aqueous systems. This study shows that a water stable, anionic metal-organic framework (Zr-dobdc) is capable of capturing M + (M = Li, Na, K, Rb, and Cs) ions dissolved in water through ion exchange. The alkali metal ions captured at the unique cation-binding pockets of Zr-dobdc and their ordered alignments in the crystal lattice are unambiguously characterized by X-ray single-crystal and powder diffraction studies. The apparent selectivity for alkali metal ions over other metal ions is also explained.

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“…Other than a bent shape, the striking feature of ditopic dicarboxylate linkers based on heterocyclic core (Scheme 1) is the polarity of the core and the polarizability of a heteroatom, enabling additional induced dipole interactions with a substrate. Recently, a number of research groups have shown that the incorporation of 2,5-furanedicarboxylate (fdc 2− ) or 2,5-thiophenedicarboxylate (tdc 2− ) into porous MOF structures imbue such materials with quite unique features such as selective ion adsorption, luminescence sensing [20][21][22], dielectric bistability [23], and gas/vapor uptake [24,25].…”

Section: Introductionmentioning

confidence: 99%

A Selenophene-Incorporated Metal–Organic Framework for Enhanced CO2 Uptake and Adsorption Selectivity

et al. 2020

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A new metal–organic coordination polymer [Zn2(sedc)2(dabco)] (1se; sedc2− = selepophene-2,5-dicarboxylate; dabco = 1,4-diazabicyclo[2.2.2]octane) was synthesized and characterized by single-crystal X-ray diffraction analysis. This MOF is based on {Zn2(OOCR)4N2} paddle wheels and is isoreticular to the family of [Zn2(bdc)2(dabco)] derivatives (1b; bdc2− = 1,4-benzenedicarboxylate) with pcu topology. The gas adsorption measurements revealed that 1se shows a 15% higher CO2 volumetric uptake at 273 K and 28% higher CO2 uptake at 298 K (both at 1 bar) compared to the prototypic framework 1b. Methane and nitrogen adsorption at 273 K was also investigated, and IAST calculations demonstrated a pronounced increase in CO2/CH4 and CO2/N2 selectivity for 1se, compared with 1b. For example, the selectivity factor for the equimolar CO2/CH4 gas mixture at 1 bar = 15.1 for 1se and 11.9 for 1b. The obtained results show a remarkable effect of the presence of selenium atom on the carbon dioxide affinity in the isoreticular metal–organic frameworks with very similar geometry and porosity.

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A Cryptand Metal–Organic Framework as a Platform for the Selective Uptake and Detection of Group I Metal Cations

Cited by 20 publications

References 45 publications

Catalytic Synthesis of N‐(5‐Methylfurfuryl)aniline from Bio‐Derived Carbohydrates

Catalytic Synthesis of N‐(5‐Methylfurfuryl)aniline from Bio‐Derived Carbohydrates

Postsynthetic ion exchange and characterization of alkali metal ions ordered in the pores of anionic Zr metal–organic framework

A Selenophene-Incorporated Metal–Organic Framework for Enhanced CO2 Uptake and Adsorption Selectivity

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