Pd nanoparticles on green support as dip-catalyst: a facile transfer hydrogenation of olefins and <i>N</i>-heteroarenes in water

Shaikh, M. Nasiruzzaman

doi:10.1039/c9ra06285h

Cited by 31 publications

(26 citation statements)

References 56 publications

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“…Recently, the concept of “ dip‐catalyst ” has drawn a lot of attention due to the higher efficiency, ease of fabrication, higher reusability, and above all, effortless deployment and removal to/from the reaction system [90,91] . The term “ dip‐catalyst ” refers to the easy insertion or removal, high recyclability, and ability to turn the reaction on or off almost instantly [92] . The field of “ dip‐catalyst ” has largely remained unexplored.…”

Section: Applications Of Jute In Nanotechnologymentioning

confidence: 99%

“…The field of “ dip‐catalyst ” has largely remained unexplored. A few reports on the fabrication of “ dip‐catalyst ” have recently appeared in the literature [92–94] . For instance, Pd‐PVA thin film‐based “ dip‐catalyst ” has demonstrated excellent catalytic reactivity and selectivity [95] .…”

Section: Applications Of Jute In Nanotechnologymentioning

confidence: 99%

“…Palladium nanoparticles (PdNPs) supported on jute stick pieces (Pd@JPS) were developed for the TH of quinolines, N‐heteroarenes, and differently substituted olefins [92] . Pd@JPS is a form of “ dip‐catalyst ” that was fabricated by immersing oven‐dried jute‐stick slices with a dimension of 10 mm×5 mm×1 mm into the salt of Pd precursors, resulting in black strips following the addition of formic acid under heating conditions.…”

Section: Applications Of Jute In Nanotechnologymentioning

confidence: 99%

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Present Status and Future Prospects of Jute in Nanotechnology: A Review

Shah

Shaikh

Khan

et al. 2021

The Chemical Record

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121

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Nanotechnology has transformed the world with its diverse applications, ranging from industrial developments to impacting our daily lives. It has multiple applications throughout financial sectors and enables the development of facilitating scientific endeavors with extensive commercial potentials. Nanomaterials, especially the ones which have shown biomedical and other health‐related properties, have added new dimensions to the field of nanotechnology. Recently, the use of bioresources in nanotechnology has gained significant attention from the scientific community due to its 100 % eco‐friendly features, availability, and low costs. In this context, jute offers a considerable potential. Globally, its plant produces the second most common natural cellulose fibers and a large amount of jute sticks as a byproduct. The main chemical compositions of jute fibers and sticks, which have a trace amount of ash content, are cellulose, hemicellulose, and lignin. This makes jute as an ideal source of pure nanocellulose, nano‐lignin, and nanocarbon preparation. It has also been used as a source in the evolution of nanomaterials used in various applications. In addition, hemicellulose and lignin, which are extractable from jute fibers and sticks, could be utilized as a reductant/stabilizer for preparing other nanomaterials. This review highlights the status and prospects of jute in nanotechnology. Different research areas in which jute can be applied, such as in nanocellulose preparation, as scaffolds for other nanomaterials, catalysis, carbon preparation, life sciences, coatings, polymers, energy storage, drug delivery, fertilizer delivery, electrochemistry, reductant, and stabilizer for synthesizing other nanomaterials, petroleum industry, paper industry, polymeric nanocomposites, sensors, coatings, and electronics, have been summarized in detail. We hope that these prospects will serve as a precursor of jute‐based nanotechnology research in the future.

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Section: Applications Of Jute In Nanotechnologymentioning

confidence: 99%

Section: Applications Of Jute In Nanotechnologymentioning

confidence: 99%

Section: Applications Of Jute In Nanotechnologymentioning

confidence: 99%

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Present Status and Future Prospects of Jute in Nanotechnology: A Review

Shah

Shaikh

Khan

et al. 2021

The Chemical Record

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121

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“…[29] Furthermore, increasing restrictions imposed by governments and the United Nations protocols with the aim of eliminating toxic chemical processes require adopting safer procedures. In this context, researchers have studied systems with metals, such as Mn, [30] Ni, [31][32][33] Ru, [34,35] Co, [36][37][38] Rh, [39][40][41] Ir, [42][43][44][45] Pd, [46,47] and Pt [48] immobilized on zeolite, [49,50] silica, [50,51] polymers, [52][53][54] alumina, [55] magnetite, [39,[56][57][58][59] and carbon. [60] These systems exhibit moderate to excellent conversion and selectivity, especially in the hydrogenation reactions.…”

Section: Introductionmentioning

confidence: 99%

“…In the continuing efforts to achieve better performance efficiency, [39,[55][56][57][58] this study is on the fabrication of 'dip-catalysts' fabricated by decorating green supports obtained from jute plant stem with Pt nanoparticles (Pt@JPS) and their thorough and systematic characterization using spectroscopic and analytical techniques. Their reactivity and chemoselectivity were evaluated with N-heteroarene and other organic compounds with CÀ X (X = C, N) functional groups (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Platinum Nanoparticle Based Dip‐Catalyst for Facile Hydrogenation of Quinoline, Unfunctionalized Olefins, and Imines

et al. 2020

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Developing a bio‐inspired catalyst with the efficiency of homogeneous catalysts and recyclability similar to heterogeneous catalysts is quite desirable but challenging. Incorporation of metal nanoparticles (<10 nm) on abundant, low‐cost supports from agricultural waste can yield highly active and product‐selective pseudo‐homogeneous catalysts, with attributes such as ease of retrieval for next use, reusability, etc. In this work, the fabrication of an efficient and reusable ‘dip‐catalyst’ by anchoring platinum nanoparticles on white jute plant (Corchorus capsularis) stems (JPS) and its use for the hydrogenation of N‐heteroarenes, unfunctionalized olefins, and imines are described. The catalyst was characterized using XRD, SEM, EDS, TEM, HRTEM, FTIR, and XPS, and TEM shows spherical (average diameter 4–5 nm) non‐agglomerated metal nanoparticles. Catalyst was used for the chemoselective (>99 % selectivity) hydrogenation of quinoline with a quantitative (>99 %) conversion to 1,2,3,4‐tetrahydroquinoline (py‐THQ) under hydrogen at a pressure <30 bar. Also, functional group tolerance is indicated by the quantitative hydrogenation of 6‐chloroquinoline to 6‐chloro‐1,2,3,4‐tetrahydroquinoline, which is a longstanding challenge owing to C−Cl bond cleavage. In the hydrogenation of structurally‐challenging trisubstituted trans‐2‐methyl‐3‐phenyl‐2‐propen‐1‐ol olefins, 64 % conversion and >99 % selectivity was achieved. A series of imines with different chain lengths was also hydrogenated selectively in methanol with >99 % conversion. Density functional theory (DFT) calculations reveal the efficient adsorption of 6‐chloroquinoline on the surface of Pt nanoparticles on Pt@JPS strips in a tilted orientation placing the C−Cl bond away from the metal and allowing facile desorption of 6‐chloro‐1,2,3,4‐tetrahydroquinoline leading to higher chemoselectivity. The spent catalyst can be reused for 12 consecutive cycles without significant damage to the cellulosic surface.

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Rh‐Complex Supported on Magnetic Nanoparticles as Catalysts for Hydroformylations and Transfer Hydrogenation Reactions

et al. 2022

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Herein, we describe a facile protocol for the phosphine complex of Rh anchored on the ultrasmall magnetic nanoparticles for transfer hydrogenation and hydroformylation reactions. A diphenylphosphino‐ferrocenylethyl amine was conjugated with dopamine hydrochloride to form dop‐Fc, which was then anchored on the surface of magnetic nanoparticles to produce Fe3O4@dop‐Fc. The prepared materials were complexed with a Rh precursor as a catalytic center. XRD, FTIR, SEM, TEM, and XPS were used to investigate the structure and its reactivity. Rh‐complexes of Fe3O4@dop‐Fc were used to convert terminal olefin to aldehyde using syngas (CO : H2 1 : 1) under pressure, obtaining up to 99% selectivity for branched aldehyde. The wide applicability of the Fe3O4@dop‐Fc−Rh construct was tested for the selective transfer hydrogenations of nitroarene and N‐heteroarene. Particularly, quinoline was quantitatively hydrogenated to 1,2,3,4‐tetrahydroquinoline(py‐THQ) using tetrahydroxydiboron (THDB). Also, the functional group tolerance in the reduction of nitroarene and styrene was evaluated. The robustness of the catalyst was tested by reusing it for multiple cycles.

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Pd nanoparticles on green support as dip-catalyst: a facile transfer hydrogenation of olefins and N-heteroarenes in water

Abstract: A dip catalyst consisting of Pd nanoparticles immobilized on the surface of thin slices of jute-stem was fabricated. Its versatility as a hydrogen transfer agent for styrenyl, cyclic and unfunctionalized olefins and N-heterocycles was investigated.

Cited by 31 publications

References 56 publications

Present Status and Future Prospects of Jute in Nanotechnology: A Review

Present Status and Future Prospects of Jute in Nanotechnology: A Review

Platinum Nanoparticle Based Dip‐Catalyst for Facile Hydrogenation of Quinoline, Unfunctionalized Olefins, and Imines

Rh‐Complex Supported on Magnetic Nanoparticles as Catalysts for Hydroformylations and Transfer Hydrogenation Reactions

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