Recent developments of supported Palladium nanocatalyst and magnetically separable supported Palladium nanocatalysts for Heck cross-coupling reactions

Jose, Diana Elizabeth; Kanchana, U. S.; Mathew, Thomas

doi:10.1007/s11051-022-05472-w

Cited by 10 publications

(3 citation statements)

References 64 publications

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“…The emergence of large coupling doublets at 6.9 and 7.3 ppm are indicative of the presence of exclusively the trans-alkene (J = 16 Hz) product. [72][73][74] From 3.2 to 3.3, the disappearance of the aldehyde proton and the emergence of a singlet 8.5 ppm is indicative of a successful cyanoacetic anchor formation. Also, the shifting of the aromatic resonance signals downfield indicates that a more electron withdrawing group replaced the aldehyde (the anchor).…”

Section: Synthesis Of 31: the Sun Dye Derivativementioning

confidence: 99%

The Development of Ferrocene and Vinyl Pyridine Containing Triphenylamine-based Dyes for Integrated Light Harvesting Devices Involving Dye-sensitized Solar Cell Technology

Singh

2024

Preprint

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<p>As new solar cell technologies are developed, their adoption would likely be enhanced through novel applications. To this end, this thesis explores the development of two new types of organic dyes for integrated devices that incorporate dye sensitized solar cell (DSSC) technology; notably, smart windows and motion sensing. DSSCs have the advantage over other solar technologies in that they are optically transparent and can be implemented into various design concepts including bifacial windows or coatings. Because the powerhouse of the DSSC is molecular in nature, they also function in diffuse light, which means they can be employed in technologies thatcould be used in any lightcondition. Furthermore, the dye is the sensitizer and can be tuned further for the desired application. To this end, this thesis examines the development of two different dye families for two different applications. After a brief and generic introduction in Chapter 1, Chapter 2 visits the idea of using ferrocene (Fc) as an additional redox-active donor component to the organic dye. Fc is known for its redox robustness, and the goal to have this functionality added is to enhance the stability of the photo-oxidized dye, such that these dyes and corresponding DSSC devices could be employed in integrated devices, such as smart supercapacitor windows. After examining the structure-property relationships of this dye family, very poor efficiencies will prevent their deployment, and this will be fully articulated in Chapter 2. Chapter 3 explores the potential of appending vinyl pyridinium electron withdrawing groups in the dye architecture (analogous to the Fc-derivatives of Chapter 2). Ultimately, the goal of this chapter was to examine structure-property relationships where DSSC devices could be transformed into motion-sensing windows. In theory, this would be achieved by the development of shunt-like dyes, where specific wavelengths would decrease the performance when absorbing diffuse, long wavelengths of light. Unfortunately, synthetic limitations prevented the completion of the target dyes, but dye precursors are examined for their potential in this application. Owing to the uniqueness of each application, Chapters 2 and 3 have an extensive introduction. Further context can be found at the end of each chapter with conclusions and future work.</p>

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Section: Synthesis Of 31: the Sun Dye Derivativementioning

confidence: 99%

The Development of Ferrocene and Vinyl Pyridine Containing Triphenylamine-based Dyes for Integrated Light Harvesting Devices Involving Dye-sensitized Solar Cell Technology

Singh

2024

Preprint

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“…Palladium on charcoal (Pd/C) is widely used in the field of synthetic organic chemistry, from the laboratory scale through to industrial plants. − The immobilization of Pd nanoparticle catalysts on the surface of activated charcoal, has many benefits in use, e.g., easy handling, storage, and removal, together with its generally high catalytic activity. , In the utilization of this catalyst, the matching of the type of Pd/C and the target reaction is known to be important, along with an appropriate selection of reaction conditions such as acidity, solvent, pre-reduction, etc. , On the other hand, the behavior and role of Pd varies depending on the type of reaction. For example, hydrogenolysis proceeds as contact hydrogenation with adsorbed hydrogen molecules, in contrast to cross-coupling in which Pd is leached into the solution phase to form an active organometallic complex. − In the application to commercial production processes, the leaching of Pd into the solution phase is quite commonly observed, albeit usually in ppm quantities, and needs to be controlled by regulation in line with ICH guidelines of drug substances . Thus, predictive control of the behavior of Pd/C is a key aspect to the construction of robust chemical processes, but the roles and mechanisms of well-known techniques like pre-reduction or pH control are not fully understood, especially at the nano-scale.…”

Section: Introductionmentioning

confidence: 99%

Direct Observation of Palladium Leaching from Pd/C by a Simple Method: X-ray Absorption Spectroscopy of Heterogeneous Mixtures

et al. 2023

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Herein, we show the detailed behavior of palladium leaching from palladium on charcoal by aqueous HCl, directly observed by X-ray absorption spectroscopy measurement employing a simplified reaction setup. While Pd0 is not affected by the addition of HCl, palladium oxide in nanoparticles readily reacts with HCl to form the ionic species [PdIICl4]2–, even though these ions mostly remain adsorbed on the surface of activated charcoal and can only be detected at a low level in the solution phase. This finding provides a new aspect for control of the leaching behavior and robust usage of palladium on charcoal in organic reactions.

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“…Pdbased heterogeneous catalytic system is commonly used to promote this kind of reaction. [10][11][12][13][14] Moreover, the utilization of non-magnetic catalyst may be one of the drawbacks of the heterogenous catalytic systems due to the separation steps. Hence, this limitation can be made by magnetization of the catalysts.…”

Section: Introductionmentioning

confidence: 99%

Magnetic selenium and nitrogen dual‐doped mesoporous carbon for immobilization of Pd nanoparticles: The utilitarian heterogeneous catalyst in Heck‐cross coupling reaction

Samandi

Nemati

Mirhosseyni

et al. 2022

Applied Organom Chemis

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Pd nanoparticle (Pd NP) immobilized on the magnetic Se and N dual‐doped carbon support was easily fabricated through thermal pyrolysis of glucose, selenium dioxide (SeO2), ammonium chloride (NH4Cl), and Fe3O4 hybridization and followed by chemical reductive reaction. After the successful characterization of prepared Se‐mCN/Fe3O4/Pd by using the various physicochemical techniques, it was used as the heterogeneous magnetic catalyst in the Heck‐cross coupling reaction. The utilization of cost‐effective biomass, high specific surface area, high product conversion, generality in diverse derivative conversion, simple separation process, and four runs reusability are some of the Se‐mCN/Fe3O4/Pd benefits.

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Recent developments of supported Palladium nanocatalyst and magnetically separable supported Palladium nanocatalysts for Heck cross-coupling reactions

Cited by 10 publications

References 64 publications

The Development of Ferrocene and Vinyl Pyridine Containing Triphenylamine-based Dyes for Integrated Light Harvesting Devices Involving Dye-sensitized Solar Cell Technology

The Development of Ferrocene and Vinyl Pyridine Containing Triphenylamine-based Dyes for Integrated Light Harvesting Devices Involving Dye-sensitized Solar Cell Technology

Direct Observation of Palladium Leaching from Pd/C by a Simple Method: X-ray Absorption Spectroscopy of Heterogeneous Mixtures

Magnetic selenium and nitrogen dual‐doped mesoporous carbon for immobilization of Pd nanoparticles: The utilitarian heterogeneous catalyst in Heck‐cross coupling reaction

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