Cellulose Schiff base-supported Pd(II): An efficient heterogeneous catalyst for Suzuki Miyaura cross-coupling

Pharande, P. S.; Rashinkar, Gajanan; Pore, Dattaprasad M.

doi:10.1007/s11164-021-04528-1

Cited by 18 publications

(15 citation statements)

References 63 publications

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“…XRD spectra of KBC-Pyrene and KBC-HB do not display the characteristic crystalline planes corresponding to the (111), (200) of fcc of Pd (II) at 2θ 40.00, 46.50, supporting the absence of palladium on the cellulose surface. Similarly, the XPS signal corresponding to the palladium was absent in the XPS survey spectrum of KBC-Pyrene and KBC-HB, supporting the absence of a catalyst after the successful cellulose surface modification …”

Section: Experimental Methodsmentioning

confidence: 66%

“…Similarly, the XPS signal corresponding to the palladium was absent in the XPS survey spectrum of KBC-Pyrene and KBC-HB, supporting the absence of a catalyst after the successful cellulose surface modification. 33 Methods. Thin layer chromatography (TLC) was carried out using 60 F254 precoated silica gel aluminum sheets from Merck.…”

Section: ■ Experimental Methodsmentioning

confidence: 99%

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Functionalization of Bacterial Cellulose and Related Surfaces Using a Facile Coupling Reaction by Thermoresponsive Catalyst

Gayathri

Lobo

Vikash

et al. 2023

ACS Biomater. Sci. Eng.

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Recently, bacterial cellulose and related materials attracted significant attention for applications such as leather-like materials, wound healing materials, etc., due to their abundance in pure form and excellent biocompatibility. Chemical modification of bacterial cellulose further helps to improve specific properties for practical utility and economic viability. However, in most cases, chemical modification of cellulose materials involves harsh experimental conditions such as higher temperatures or organic solvents, which may destroy the 3-dimensional network of bacterial cellulose, thereby altering its characteristic properties. Hence, in this work, we have adopted the Suzuki coupling methodology, which is relatively unexplored for chemically modifying cellulose materials. As the Suzuki coupling reaction is tolerable against air and water, modification can be done under mild conditions so that the covalently modified cellulose materials remain intact without destroying their 3dimensional form. We performed Suzuki coupling reactions on cellulose surfaces using a recently developed thermoresponsive catalyst consisting of poly(N-isopropylacrylamide) (PNIPAM)-tagged N-heterocyclic carbene (NHC)-based palladium(II) complex. The thermoresponsive nature of the catalyst particularly helped to perform reactions in a water medium under mild conditions considering the biological nature of the substrates, where separation of the catalyst can be easily achieved by tuning temperature. The boronic acid derivatives have been chosen to alter the wettability behavior of bacterial cellulose. Bacterial cellulose (BC) obtained from fermentation on a lab scale using a cellulose-producing bacterium called Gluconacetobacter kombuchae (MTCC 6913) under Hestrin-Schramm (HS) medium, or kombucha-derived bacterial cellulose (KBC) obtained from kombucha available in the market or cotton-cellulose (CC) was chosen for the surface functionalization to find the methodology's diversity. Movie files in the Supporting Information and figures in the manuscript demonstrated the utility of the methodology for fluorescent labeling of bacterial cellulose and related materials. Finally, contact angle analysis of the surfaces showed the hydrophobic natures of some functionalized BC-based materials, which are important for the practical use of biomaterials in wet climatic conditions.

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Section: Experimental Methodsmentioning

confidence: 66%

Section: ■ Experimental Methodsmentioning

confidence: 99%

Functionalization of Bacterial Cellulose and Related Surfaces Using a Facile Coupling Reaction by Thermoresponsive Catalyst

Gayathri

Lobo

Vikash

et al. 2023

ACS Biomater. Sci. Eng.

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“…2f showed that the diffraction peaks ascribed to blank cellulose centered at 11.8°, 19.9°, and 21.5° corresponding to the (1 1̄ 0), (110), and (200) reflections of cellulose lattice respectively. 34,35 After the introduction of Pd particles, the C–Pd catalyst showed a new characteristic peak at about 2 θ = 40.2, which corresponded to the (111) reflection of Pd, further indicating the successful loading of Pd particles. 36…”

Section: Resultsmentioning

confidence: 96%

Cellulose derived Pd nano-catalyst for efficient catalysis

et al. 2022

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“…Recyclability was limited to 5 successive runs with yield dropping from 97% to 81% and reaction time extending from 20 min to 7 h. Alumina was added in order to supposedly stabilize the hybrid since C-O-Si bonds were said to be easily hydrolyzed. Such instability was however not described by other teams who successfully used C-O-Si bonds in other nanocatalysts [27,28,30,31,66,67].…”

Section: Cellulose Compositesmentioning

confidence: 90%

“…60%). A similar structure, obtained with an isatine moiety [30] or a 2-hydroxynaphthaldehyde moiety [31] instead of the pyridyl, is also an efficient recyclable catalyst. A palladium complex has been immobilized on cellulose via another Schiff base, more precisely a salen-type tridentate ligand, with no silyl spacer (Figure 3a) [32].…”

Section: In Suzuki-miyaura Couplingmentioning

confidence: 99%

Wood-Sourced Polymers as Support for Catalysis by Group 10 Transition Metals

et al. 2022

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Despite providing interesting solutions to reduce the number of synthetic steps, to decrease energy consumption or to generate less waste, therefore contributing to a more sustainable way of producing important chemicals, the expansion of the use of homogeneous catalysis in industrial processes is hampered by several drawbacks. One of the most important is the difficulty to recycle the noble metals generating potential high costs and pollution of the synthesized products by metal traces detrimental to their applications. Supporting the metals on abundant and cheap biosourced polymers has recently appeared as an almost ideal solution: They are much easier to recover from the reaction medium and usually maintain high catalytic activity. The present bibliographical review focuses on the development of catalysts based on group 10 transition metals (nickel, palladium, platinum) supported on biopolymers obtained from wood, such as cellulose, hemicellulose, lignin, and their derivatives. The applications of these catalysts in organic synthesis or depollution are also addressed in this review with examples of C-C couplings, oxidation, or hydrogenation reactions.

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Cellulose Schiff base-supported Pd(II): An efficient heterogeneous catalyst for Suzuki Miyaura cross-coupling

Cited by 18 publications

References 63 publications

Functionalization of Bacterial Cellulose and Related Surfaces Using a Facile Coupling Reaction by Thermoresponsive Catalyst

Functionalization of Bacterial Cellulose and Related Surfaces Using a Facile Coupling Reaction by Thermoresponsive Catalyst

Cellulose derived Pd nano-catalyst for efficient catalysis

Wood-Sourced Polymers as Support for Catalysis by Group 10 Transition Metals

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