Incorporation of CuO NPs into modified UiO-66-NH<sub>2</sub> metal–organic frameworks (MOFs) with melamine for catalytic C–O coupling in the Ullmann condensation

Sadeghi, Samira; Jafarzadeh, Mohammad; Abbasi, Amir Reza; Daasbjerg, Kim

doi:10.1039/c7nj02114c

Cited by 71 publications

(27 citation statements)

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“…The UiO-66-NH 2 was modified with melamine via a post-synthetic approach consisting in the reaction of cyanuric chloride with the NH 2 groups of the amino-BDC linker and final substitution of the chloride leaving groups by amino ones (Figure 19). [125] The particle size of CuO was 10-20 nm that is too large to consider that they can be incorporated inside the pores of the perfect UiO-66 lattice. [125] The particle size of CuO was 10-20 nm that is too large to consider that they can be incorporated inside the pores of the perfect UiO-66 lattice.…”

Section: Other Metal Npsmentioning

confidence: 99%

“…Heteropoly acids are strong Brønsted acids, but they are also redox catalysts and photocatalysts. Reproduced with permission from ref [125]. In one of these examples, different loadings of HPWs were encapsulated over UiO-66 to obtain HPWs@UiO-66 and their catalytic performance was examined in the oxidation of cyclopentene to glutaraldehyde using hydrogen peroxide as oxidant (Scheme 20).…”

Section: Other Metal Npsmentioning

confidence: 99%

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Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

et al. 2019

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frameworks (MOFs) are currently attracting considerable attention as heterogeneous catalysts at moderate temperatures, mainly for liquid-phase reactions. Since structural stability is one of the major concerns for the use of MOFs in catalysis, particularly considering that frequently some of the reported MOF materials are very unstable, the interest in this area has been focused on those MOFs exhibiting the highest structural robustness, UiO-66 being among the most widely used. Two introductory sections deal with the synthesis, structure and main properties of UiO-66, including its remarkable thermal (up to 350°C) and chemical (aqueous solution in a wide pH range) stability. The main body of the review summarizes those examples of using UiO-66 in catalysis grouped according to the nature of the active sites, starting with the use of UiO-66 as Lewis acids. In this section, emphasis has been made in the recent strategies to create structural defects in a controlled way that generate Lewis acidity. Other sections cover examples illustrating substituted terephthalate as active sites and the evidence that there is a synergy between acid and basic sites in close proximity that make some of these UiO-66 with substituents at the linker to act as dual acid-base catalysts. Other sections are focused on the use of UiO-66 as hosts of metal nanoparticles, metal oxides and other host, remarking the influence that the nature of UiO-66 and the possible presence of substituents in the framework play on the activity of the incorporated guest. The last section summarizes the current state of the art in the use of UiO-66 in catalysis and provides our views on future developments regarding the application of UiO-66 in industrial processes.

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Section: Other Metal Npsmentioning

confidence: 99%

Section: Other Metal Npsmentioning

confidence: 99%

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

et al. 2019

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“…[170] UiO-66-NH 2 was first functionalized with cyanuric chloride followed by grafting with NH 3 to form melamine. [170] UiO-66-NH 2 was first functionalized with cyanuric chloride followed by grafting with NH 3 to form melamine.…”

Section: Zirconiummentioning

confidence: 99%

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Kousik

Velmathi

2019

Chemistry A European J

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Metal-organic frameworks (MOFs) are ac lass of crystalline porousm aterials that have been activelyu sed for several industrial and synthetica pplications.M OFs are spatially and geometrically extrapolatedc oordination polymers with intriguing properties such as tunable porosity and dimensionality.Int erms of their catalytic efficiency,MOFs combine the easy recoverability of heterogeneous catalysts with the increased selectivity of biological catalysts. It is therefore not surprising that alot of work on optimizing MOF catalysts for organic transformationsh as been carriedo ut over the past decade. In this review,recent developments in MOF catalysis are summarized, with special attention being paid to CÀC, CÀN, and CÀOc oupling reactions. The influence of pore size, pore environment, and load on catalytic activity is described. Post-synthetics tabilization techniques and hostguest interactions in caged MOF scaffolds are detailed. Mechanistic aspects pertaining to the use of MOFs in asymmetric heterogeneousc atalysis are highlighted and categorized.

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“…Copper(II) ions were anchored by amine groups available on the surface of UiO‐66‐NH 2 ‐Mlm and then converted to copper oxide NPs by sodium borohydride at ambient condition. The preparation method was adopted from our previous report . Scheme reveals the synthetic steps in the preparation of UiO‐66‐NH 2 ‐Mlm/CuO NPs.…”

Section: Resultsmentioning

confidence: 99%

“…Both syntheses were catalyzed by CuO NPs supported on a metal–organic framework (MOF) of UiO‐66‐NH 2 . The catalyst has been employed for the C–O Ullmann coupling reaction in our previous work . MOFs are well‐known porous materials and offer high surface area, large pore size, low density, and tailorable functionality with exceptional thermal and chemical stability in case of using zirconium‐based MOFs (i.e., UiO‐66).…”

Section: Introductionmentioning

confidence: 99%

Copper(II) Oxide Nanoparticles Impregnated on Melamine‐Modified UiO‐66‐NH₂ Metal–Organic Framework for C–N Cross‐Coupling Reaction and Synthesis of 2‐Substituted Benzimidazoles

Najari

Jafarzadeh

Bahrami

2019

Journal of Heterocyclic Chem

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A zirconium‐based metal–organic framework, UiO‐66‐NH2, modified by melamine (Mlm) was used as a support for CuO nanoparticles (NPs). Melamine offered a platform for uniform and homogeneous distribution of NPs on the surface of the frameworks and made a strong bonding to the NPs to avoid undesirable leaching. UiO‐66‐NH2‐Mlm/CuO NPs were used for the Buchwald–Hartwig C–N cross‐coupling reaction to synthesize arylated anilines from phenyl iodide, bromide, and chloride and primary and secondary amines in DMF at 110°C. The catalyst was also employed for the synthesis of 2‐substituted benzimidazole derivatives from various aromatic aldehydes and o‐phenylenediamine in the absence of an oxidant in EtOH at room temperature. The catalyst was recyclable and reusable for several times and exhibited good stability (examined by BET, XRD, and SEM–EDX) in reaction conditions.

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Incorporation of CuO NPs into modified UiO-66-NH₂ metal–organic frameworks (MOFs) with melamine for catalytic C–O coupling in the Ullmann condensation

Abstract: The UiO-66-NH2 is initially modified with melamine via a post-synthetic approach. CuO NPs are then anchored via the available functional groups on the surface of the modified MOF.

Cited by 71 publications

References 61 publications

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Copper(II) Oxide Nanoparticles Impregnated on Melamine‐Modified UiO‐66‐NH₂ Metal–Organic Framework for C–N Cross‐Coupling Reaction and Synthesis of 2‐Substituted Benzimidazoles

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Incorporation of CuO NPs into modified UiO-66-NH2 metal–organic frameworks (MOFs) with melamine for catalytic C–O coupling in the Ullmann condensation

Abstract: The UiO-66-NH2 is initially modified with melamine via a post-synthetic approach. CuO NPs are then anchored via the available functional groups on the surface of the modified MOF.

Cited by 71 publications

References 61 publications

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

Engineering UiO‐66 Metal Organic Framework for Heterogeneous Catalysis

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Copper(II) Oxide Nanoparticles Impregnated on Melamine‐Modified UiO‐66‐NH2 Metal–Organic Framework for C–N Cross‐Coupling Reaction and Synthesis of 2‐Substituted Benzimidazoles

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Incorporation of CuO NPs into modified UiO-66-NH₂ metal–organic frameworks (MOFs) with melamine for catalytic C–O coupling in the Ullmann condensation

Copper(II) Oxide Nanoparticles Impregnated on Melamine‐Modified UiO‐66‐NH₂ Metal–Organic Framework for C–N Cross‐Coupling Reaction and Synthesis of 2‐Substituted Benzimidazoles