Pd embedded in chitosan microspheres as tunable soft-materials for Sonogashira cross-coupling in water–ethanol mixture

Frindy, Sana; Primo, Ana; Lahcini, Mohammed; Bousmina, Mosto; Garcı́a, Hermenegildo; Kadib, Abdelkrim El

doi:10.1039/c4gc02175d

Cited by 66 publications

(30 citation statements)

References 32 publications

(31 reference statements)

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“…The measured TOF value of 3097 ± 323 h −1 for heated (343 K) batch reaction mode is comparable with previously reported homogeneous ionic liquid catalysts (TOFs of 10 The palladium membrane loadings used for the Suzuki-Miyaura coupling reaction (a reaction solution equivalent of 0.061 ± 0.004 mol % or 11.1 ± 8 ppm on a mass basis) are lower than most previously reported ionic liquid catalysts (homogeneous and heterogeneous) which range between 0.1-18 mol% [5,[7][8][9][10][11][12][14][15][16]22,64]. A palladium leaching value of 83 ppb h −1 cm −3 at 343 K compares favourably with previously reported solid support heterogeneous catalysts (where palladium leaching rates exceed 100 ppb h −1 cm −3 ) [65,66]. This is equivalent to ∼1% of the Pd present leaching from an already sub 0.1 mol% catalyst during one reaction cycle at 343 K, and even lower leaching rates are to be expected when the membrane is used at room temperature.…”

Section: Discussionsupporting

confidence: 48%

Palladium–poly(ionic liquid) membranes for permselective sonochemical flow catalysis

Wilson

Kore

Ritchie

et al. 2018

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-pro t purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details. G R A P H I C A L A B S T R A C T A R T I C L E I N F O Keywords:Catalyst membrane Ionic liquid Palladium catalyst Plasmachemical functionalization A B S T R A C TAnisotropic palladium-poly(ionic liquid) catalyst membranes have been prepared by complexation of palladium (II) chloride to poly(ionic liquid) functionalised flexible porous substrates. The practical viability of these low loading (sub 0.1 mol%) palladium catalyst membranes for continuous flow reactions at ambient temperature is demonstrated for the Suzuki-Miyaura carbon-carbon coupling reaction by contacting the reactant mixture with the catalyst membrane and applying sonication. The Suzuki-Miyaura carbon-carbon coupling reaction proceeds at the palladium-poly(ionic liquid) catalyst membrane surface in conjunction with selective permeation (separation) of the desired product species through the underlying porous support. These palladium-poly(ionic liquid) catalyst membranes display minimal metal leaching enabling them to be reused multiple times.

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Section: Discussionsupporting

confidence: 48%

Palladium–poly(ionic liquid) membranes for permselective sonochemical flow catalysis

Wilson

Kore

Ritchie

et al. 2018

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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“…Thiomers came into the research arena in the 1990s [10], and have since found multiple applications. For example, thiomers display a great cation binding capacity [48,49], demonstrated for metal ions such as Au(III), Pd(II), Pt(IV) [50], As(III), As(V) [51], Hg(II), Cu(II), and Ni(II) [52], as well as an efficient Pd carrier [53]. They are also of utility in the fabrication of colorimetric sensors for Hg 2+ detection at trace levels [54].…”

Section: Thiomers: Reactivity and Distinguished Propertiesmentioning

confidence: 99%

Thiolated-Polymer-Based Nanoparticles as an Avant-Garde Approach for Anticancer Therapies—Reviewing Thiomers from Chitosan and Hyaluronic Acid

Grosso

de-Paz

2021

Pharmaceutics

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Thiomers (or thiolated polymers) have broken through as avant-garde approaches in anticancer therapy. Their distinguished reactivity and properties, closely linked to their final applications, justify the extensive research conducted on their preparation and use as smart drug-delivery systems (DDSs). Multiple studies have demonstrated that thiomer-rich nanoformulations can overcome major drawbacks found when administering diverse active pharmaceutical ingredients (APIs), especially in cancer therapy. This work focuses on providing a complete and concise review of the synthetic tools available to thiolate cationic and anionic polymers, in particular chitosan (CTS) and hyaluronic acid (HA), respectively, drawing attention to the most successful procedures. Their chemical reactivity and most relevant properties regarding their use in anticancer formulations are also discussed. In addition, a variety of NP formation procedures are outlined, as well as their use in cancer therapy, particularly for taxanes and siRNA. It is expected that the current work could clarify the main synthetic strategies available, with their scope and drawbacks, as well as provide some insight into thiomer chemistry. Therefore, this review can inspire new research strategies in the development of efficient formulations for the treatment of cancer.

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“…Other articles on cross‐coupling reactions using chitosan‐based palladium catalysts have been performed too. However, our paper presents a new modification which improves these methods …”

Section: Resultsmentioning

confidence: 99%

Palladium Nanoparticles Doped on the Chitosan Nanofibers Modified with 2‐Aminobenzaldehyde as a Nanocatalyst in Cross‐Coupling Reactions

Shahbazi

Bahrami

2020

ChemistrySelect

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The palladium metal nanoparticles doped on the modified chitosan nanofibers with 2-aminobenzaldehyde (CSNFs-2-ABÀ Pd (0)) were thoroughly characterized and applied as a novel heterogeneous catalyst in Heck and Suzuki CÀ C coupling reactions. This catalyst is exceptionally simple to handle and ecologically safe and temperate. The catalyst was essentially reused from the reaction mixture and reused sequential five times with low leakage. CSNFs-2-ABÀ Pd (0) was characterized using scanning electron microscopy, transmission electron microscopy, X-ray diffraction, energy-dispersive X-ray spectroscopy and Fourier transform infrared.

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Pd embedded in chitosan microspheres as tunable soft-materials for Sonogashira cross-coupling in water–ethanol mixture

Cited by 66 publications

References 32 publications

Palladium–poly(ionic liquid) membranes for permselective sonochemical flow catalysis

Palladium–poly(ionic liquid) membranes for permselective sonochemical flow catalysis

Thiolated-Polymer-Based Nanoparticles as an Avant-Garde Approach for Anticancer Therapies—Reviewing Thiomers from Chitosan and Hyaluronic Acid

Palladium Nanoparticles Doped on the Chitosan Nanofibers Modified with 2‐Aminobenzaldehyde as a Nanocatalyst in Cross‐Coupling Reactions

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