Palladium Nanoparticles Supported on a Porous Organic Polymer: An Efficient Catalyst for Suzuki‐Miyaura and Sonogashira Coupling Reactions

Ren, Xuhua; Kong, Shuang; Shu, Qiding; Shu, Mouhai

doi:10.1002/cjoc.201500797

Cited by 22 publications

(11 citation statements)

References 55 publications

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“…More evidence is provided by control experiments utilizing various organic solvents, in which only low conversion was observed (see Table S9). In contrast to previously reported heterogeneous catalysts for the Sonogashira reaction (see Table S10), superhydrophobic UiO‐67‐Oct‐L 2 ‐35.7 %‐Pd II is also able to effectively catalyze the reaction at ambient temperature without heating, thus acting as an environmentally friendly and cost‐saving heterogeneous catalyst.…”

Section: Resultsmentioning

confidence: 66%

Self‐Generation of Surface Roughness by Low‐Surface‐Energy Alkyl Chains for Highly Stable Superhydrophobic/Superoleophilic MOFs with Multiple Functionalities

et al. 2019

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We transformed the hydrophilic metal–organic framework (MOF) UiO‐67 into hydrophobic UiO‐67‐Rs (R=alkyl) by introducing alkyl chains into organic linkers, which not only protected hydrophilic Zr6O8 clusters to make the MOF interspace superoleophilic, but also led to a rough crystal surface beneficial for superhydrophobicity. The UiO‐67‐Rs displayed high acid, base, and water stability, and long alkyl chains offered better hydrophobicity. Good hydrophobicity/oleophilicity were also possible with mixed‐ligand MOFs containing metal‐binding ligands. Thus, a (super)hydrophobic MOF catalyst loaded with Pd centers efficiently catalyzed Sonogashira reactions in water at ambient temperature. Studies of the hydrophobic effects of the coordination interspace and the outer surface suggest a simple de novo strategy for the synthesis of superhydrophobic MOFs that combine surface roughness and low surface energy. Such MOFs have potential for environmentally friendly catalysis and water purification.

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Section: Resultsmentioning

confidence: 66%

Self‐Generation of Surface Roughness by Low‐Surface‐Energy Alkyl Chains for Highly Stable Superhydrophobic/Superoleophilic MOFs with Multiple Functionalities

et al. 2019

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show abstract

Section: Resultsmentioning

confidence: 66%

Self‐Generation of Surface Roughness by Low‐Surface‐Energy Alkyl Chains for Highly Stable Superhydrophobic/Superoleophilic MOFs with Multiple Functionalities

et al. 2019

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We transformed the hydrophilic metal-organic framework (MOF) UiO-67 into hydrophobic UiO-67-Rs (R = alkyl) by introducing alkylc hains into organic linkers, which not only protected hydrophilic Zr 6 O 8 clusters to make the MOF interspace superoleophilic,b ut also led to ar ough crystal surface beneficial for superhydrophobicity.T he UiO-67-Rsd isplayed high acid, base,a nd water stability,a nd long alkylc hains offered better hydrophobicity.G ood hydrophobicity/oleophilicity were also possible with mixed-ligand MOFs containing metal-binding ligands.T hus,a(super)hydrophobic MOF catalyst loaded with Pd centers efficiently catalyzedS onogashira reactions in water at ambient temperature.S tudies of the hydrophobic effects of the coordination interspace and the outer surface suggest as imple de novo strategy for the synthesis of superhydrophobic MOFs that combine surface roughness and low surface energy.S uch MOFs have potential for environmentally friendly catalysis and water purification.

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“…Triethylamine was used as base and water as solvent at 80 • C, the recovered catalyst having consistent performance for five cycles with very low palladium leaching rate. In addition, a porous organic polymer (POP) has been obtained by a copper-catalyzed click reaction between tetra(4-azidophenyl)methane and 1,4-diethynylbenzene (two equivalents), and the resulting material with high thermal stability and large surface area, has been employed for supporting PdNPs [38]. These anchored PdNPs catalyze the Sonogashira coupling (0.14 mol%) of aryl iodides and terminal alkynes, using sodium hydroxide as base and methanol at 80 • C as solvent.…”

Section: Introductionmentioning

confidence: 99%

Solid-Supported Palladium Catalysts in Sonogashira Reactions: Recent Developments

et al. 2018

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Abstract:The Sonogashira cross-coupling reaction is the most frequently employed synthetic procedure for the preparation of arylated alkynes, which are important conjugated compounds with multiple applications. Despite of their rather high price, this reaction is usually catalyzed by palladium species, making the recovery and reuse of the catalyst an interesting topic, mainly for industrial purposes. Easy recycle can be achieved anchoring the palladium catalyst to a separable support. This review shows recent developments in the use of palladium species anchored to different solid supports as recoverable catalysts for Sonogashira cross-coupling reactions.

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Palladium Nanoparticles Supported on a Porous Organic Polymer: An Efficient Catalyst for Suzuki‐Miyaura and Sonogashira Coupling Reactions

Cited by 22 publications

References 55 publications

Self‐Generation of Surface Roughness by Low‐Surface‐Energy Alkyl Chains for Highly Stable Superhydrophobic/Superoleophilic MOFs with Multiple Functionalities

Self‐Generation of Surface Roughness by Low‐Surface‐Energy Alkyl Chains for Highly Stable Superhydrophobic/Superoleophilic MOFs with Multiple Functionalities

Self‐Generation of Surface Roughness by Low‐Surface‐Energy Alkyl Chains for Highly Stable Superhydrophobic/Superoleophilic MOFs with Multiple Functionalities

Solid-Supported Palladium Catalysts in Sonogashira Reactions: Recent Developments

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