Analysis of the water extract of waste papaya bark ash and its implications as an in situ base in the ligand-free recyclable Suzuki–Miyaura coupling reaction

Sarmah, Manashi; Dewan, Anindita; Mondal, Manoj; Thakur, Ashim Jyoti; Bora, Utpal

doi:10.1039/c6ra00454g

Cited by 56 publications

(24 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[36] It was reported that roots, bulbs, and leaves contain a large distribution of K, Na, Mg, Ca, and P. [36] However, a detailed characterization of the water extract reveals a comparatively higher weight percent of alkali metals than that of various reported waste biomass like banana peels, decayed papaya bark, rice straw etc. [38][39][40] The exceptional property of this AWEH (Ash Water Extract of Water Hyacinth) may likely be due to the formation of metal oxides Figure 1.Preparation of water extract and their activity in Suzuki-Coupling or hydroxides in their ash water extract that imparts outstanding basicity which directs the coupling reaction to an external base free condition. As such the water extract (AWEH) contributes a dual role in the synthesis of biaryl derivative, i.e via in situ base cum reaction media (solvent system).…”

mentioning

confidence: 99%

Extraction of Base from Eichhornia crassipes and Its Implication in Palladium‐Catalyzed Suzuki Cross‐Coupling Reaction

et al. 2017

Self Cite

View full text Add to dashboard Cite

The utilization of a sustainable and eco‐friendly alternative medium derived from water borne species Eichhornia crassipes (Common name: Water Hyacinth) for the Suzuki cross‐coupling reaction at room temperature was reported. The system provides an in situ basic condition via metal extraction from ash water extract of Eichhornia crassipes, which delivers a dual performance in the catalytic application. The distribution of metal contents in the ash was characterized by EDX (Energy‐dispersive X‐ray spectroscopy) analysis. The basicity of the medium may possibly be due to the formation of corresponding metal oxides or hydroxides in its water extract. The application of this ash water extract results in an effective cross‐coupling in palladium catalyzed Suzuki reaction without any external promoter or ligand. The central attraction of our reaction system is the fruitful utilization of highly abundant unwanted weeds instead of destruction of ecologically important plants or plant parts. The present system highlights an excellent green pathway that fits the global urge of sustainable development and will prevail wide application in variable synthetic studies.

show abstract

mentioning

confidence: 99%

Extraction of Base from Eichhornia crassipes and Its Implication in Palladium‐Catalyzed Suzuki Cross‐Coupling Reaction

et al. 2017

Self Cite

View full text Add to dashboard Cite

show abstract

“…Although recently some efficient methodologies have been developed for SMC by avoiding external base and ligands, there is still a demand to develop new synthetic protocols since unexpected results can be seen in SMC by a small change of reaction conditions like temperature, ligand, base, nature of substrates, solvent, etc . Typical trends in substrate selectivity and reactivity may be broken .…”

Section: Introductionmentioning

confidence: 99%

“…[41][42][43][44][45][46] Nevertheless, most of these are operated in harsh conditions [41] or require organic solvents [42,43] and additives such as surfactants [44,45] and polymers. [46] Although recently some efficient methodologies have been developed for SMC by avoiding external base and ligands, [47][48][49][50][51][52][53][54] there is still a demand to develop new synthetic protocols since unexpected results can be seen in SMC by a small change of reaction conditions like temperature, ligand, base, nature of substrates, solvent, etc. [55] Typical trends in substrate selectivity and reactivity may be broken.…”

Section: Introductionmentioning

confidence: 99%

Palladium‐catalysed room‐temperature Suzuki–Miyaura coupling in water extract of pomegranate ash, a bio‐derived sustainable and renewable medium

Appa

Prasad

Lakshmidevi

et al. 2019

Applied Organom Chemis

View full text Add to dashboard Cite

An agro waste‐derived, ‘water extract of pomegranate ash’ (WEPA), has been utilized for the first time as a renewable medium for Pd(OAc)2‐catalysed Suzuki–Miyaura cross‐coupling at room temperature. This method offers a simple and sustainable synthesis of biaryls from aryl halides and arylboronic acids under ligand‐ and external base‐free aerobic and ambient conditions. This method has been found effective for both activated and unactivated aryl halides in the production of biaryls with moderate to nearly quantitative yields. The protocol shows high chemoselectivity over identical/similar reactive sites in aryl halides (i.e. selectivity over identical halogens or different halogens of aryl halides). This method exhibits high regioselectivity, i.e. the selective reactivity of a halogen over other identical halogens at different positions on the aromatic nucleus. Therefore, we disclose here a clean, benign, substantial chemo‐ and regioselective and highly economic alternative method for the palladium‐assisted synthesis of biaryls using an agro waste‐derived medium.

show abstract

“…Green chemistry in the past two decades playing important environmental impact, and continuous effort to come up with an alternative methodology that minimizes use of the hazardous solvents during chemical synthesis and reduction of reaction time [1]. Therefore in the recent year's use of agro-waste stuff ash extract as a chemical surrogates becomes one of the most exciting discoveries of organic chemists [2]. Many authors reported a novel route for the Suzuki-Miyaura cross-coupling reactions using water extract of banana peel ash (WEB) as solvent system as well as in situ base for the reaction [3][4][5].…”

Section: Introductionmentioning

confidence: 99%

A Green Method Synthesis and Antimicrobial Activity of 2-Amino-4H-Chromene Derivatives

Kamanna¹,

Khatavi²

2018

Asian J. Chem.

View full text Add to dashboard Cite

Agro-waste stuff ash extracted solution have been emerging in recent practicing green reaction catalysis in organic synthesis. The derived media have been demonstrated in reactions like Sonogashira, Dakin, Henry, Suzuki-Miyaura, amide bond formation. Traditionally, these reactions were performed in organic solvents and used expensive catalysts with elevated temperature. These catalytic media showed distinct properties during reaction course such as, in situ base, homogeneous catalysts and reducing agent. The present work reviewed green protocol synthesis of 2-amino-4H-chromene derivatives employing reaction of substituted benzaldehyde, malononitrile and α/βnaphthol or resorcinol; three component reaction catalyzed in the presence of water extract of banana peel ash (WEB) extraction under microwave and grindstone methods is described. The reaction found eco-friendly, simple reaction condition with easy separation of final product in pure form. The final product was characterized for its homogeneity using spectroscopic techniques. Some of the selected chromene derivatives (3b, 3d, 3g) prepared in this method is tested for its in vitro antimicrobial studies. The bioassay revealed that products 3b and 3d showed positive response and comparable antimicrobial activity with the reference compounds.

show abstract

Analysis of the water extract of waste papaya bark ash and its implications as an in situ base in the ligand-free recyclable Suzuki–Miyaura coupling reaction

Abstract: The conversion of waste papaya-bark to ash–water extract via low-temperature combustion, and its utilization as an efficient and eco-friendly in situ basic medium for Suzuki–Miyaura cross-coupling reaction at room temperature are reported.

Cited by 56 publications

References 43 publications

Extraction of Base from Eichhornia crassipes and Its Implication in Palladium‐Catalyzed Suzuki Cross‐Coupling Reaction

Extraction of Base from Eichhornia crassipes and Its Implication in Palladium‐Catalyzed Suzuki Cross‐Coupling Reaction

Palladium‐catalysed room‐temperature Suzuki–Miyaura coupling in water extract of pomegranate ash, a bio‐derived sustainable and renewable medium

A Green Method Synthesis and Antimicrobial Activity of 2-Amino-4H-Chromene Derivatives

Contact Info

Product

Resources

About