Greener Biogenic Approach for the Synthesis of Palladium Nanoparticles Using Papaya Peel: An Eco-Friendly Catalyst for C-C Coupling Reaction

Overview

Journal ACS Omega

Publisher American Chemical Society

Specialty Chemistry

Date 2019 Aug 29

PMID 31458742

Citations 12

Authors

Anindita Dewan

Manashi Sarmah

Ashim J Thakur

Pankaj Bharali

Utpal Bora

Affiliations

Soon will be listed here.

Abstract

The development of a green and sustainable synthetic methodology still remains a challenge across the globe. Encouraging the prevailing challenge, herein, we have synthesized Pd nanoparticles (Pd NPs) in a green and environmentally viable route, using the extract of waste papaya peel without the assistance of any reducing agents, high-temperature calcination, and reduction procedures. The biomolecules present in the waste papaya peel extract reduced Pd(II) to nanosize Pd(0) in a one-pot green and sustainable process. As a catalyst, the new Pd NPs offer a simple and efficient methodology in direct Suzuki-Miyaura and Sonogashira coupling with excellent yields under mild reaction conditions.

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References

Shankar S, Rai A, Ahmad A, Sastry M . Rapid synthesis of Au, Ag, and bimetallic Au core-Ag shell nanoparticles using Neem (Azadirachta indica) leaf broth. J Colloid Interface Sci. 2004; 275(2):496-502. DOI: 10.1016/j.jcis.2004.03.003. View

Sable V, Maindan K, Kapdi A, Shejwalkar P, Hara K . Active Palladium Colloids via Palladacycle Degradation as Efficient Catalysts for Oxidative Homocoupling and Cross-Coupling of Aryl Boronic Acids. ACS Omega. 2019; 2(1):204-217. PMC: 6641007. DOI: 10.1021/acsomega.6b00326. View

Boruah P, Ali A, Chetia M, Saikia B, Sarma D . Pd(OAc)2 in WERSA: a novel green catalytic system for Suzuki-Miyaura cross-coupling reactions at room temperature. Chem Commun (Camb). 2015; 51(57):11489-92. DOI: 10.1039/c5cc04561d. View

Fihri A, Bouhrara M, Nekoueishahraki B, Basset J, Polshettiwar V . Nanocatalysts for Suzuki cross-coupling reactions. Chem Soc Rev. 2011; 40(10):5181-203. DOI: 10.1039/c1cs15079k. View

Suzuki A . Cross-coupling reactions of organoboranes: an easy way to construct C-C bonds (Nobel Lecture). Angew Chem Int Ed Engl. 2011; 50(30):6722-37. DOI: 10.1002/anie.201101379. View

Sellars J, Steel P . Transition metal-catalysed cross-coupling reactions of P-activated enols. Chem Soc Rev. 2011; 40(10):5170-80. DOI: 10.1039/c1cs15100b. View

Baudoin O, Cesario M, Guenard D, Gueritte F . Application of the palladium-catalyzed borylation/Suzuki coupling (BSC) reaction to the synthesis of biologically active biaryl lactams. J Org Chem. 2002; 67(4):1199-207. DOI: 10.1021/jo0160726. View

Bhaskar R, Sharma A, Yadav M, Singh A . Sonogashira (Cu and amine free) and Suzuki coupling in air catalyzed via nanoparticles formed in situ from Pd(ii) complexes of chalcogenated Schiff bases of 1-naphthaldehyde and their reduced forms. Dalton Trans. 2017; 46(44):15235-15248. DOI: 10.1039/c7dt02701j. View

Nicolaou K, Bulger P, Sarlah D . Palladium-catalyzed cross-coupling reactions in total synthesis. Angew Chem Int Ed Engl. 2005; 44(29):4442-89. DOI: 10.1002/anie.200500368. View

10.

Liu C, Li X . Oxygen-Promoted Suzuki-Miyaura Reaction for Efficient Construction of Biaryls. Chem Rec. 2015; 16(1):84-97. DOI: 10.1002/tcr.201500218. View

11.

Hajduk P, Bures M, Praestgaard J, Fesik S . Privileged molecules for protein binding identified from NMR-based screening. J Med Chem. 2000; 43(18):3443-7. DOI: 10.1021/jm000164q. View

12.

Kalaiselvi A, Roopan S, Madhumitha G, Ramalingam C, Elango G . Synthesis and characterization of palladium nanoparticles using Catharanthus roseus leaf extract and its application in the photo-catalytic degradation. Spectrochim Acta A Mol Biomol Spectrosc. 2014; 135:116-9. DOI: 10.1016/j.saa.2014.07.010. View

13.

Novak Z, Szabo A, Repasi J, Kotschy A . Sonogashira coupling of aryl halides catalyzed by palladium on charcoal. J Org Chem. 2003; 68(8):3327-9. DOI: 10.1021/jo034149f. View

14.

Fleckenstein C, Plenio H . Efficient Suzuki-Miyaura coupling of (hetero)aryl chlorides with thiophene- and furanboronic acids in aqueous n-butanol. J Org Chem. 2008; 73(8):3236-44. DOI: 10.1021/jo8001886. View

15.

Hazra C, Dherbassy Q, Wencel-Delord J, Colobert F . Synthesis of axially chiral biaryls through sulfoxide-directed asymmetric mild C-H activation and dynamic kinetic resolution. Angew Chem Int Ed Engl. 2014; 53(50):13871-5. DOI: 10.1002/anie.201407865. View

16.

Liang B, Dai M, Chen J, Yang Z . Copper-free sonogashira coupling reaction with PdCl2 in water under aerobic conditions. J Org Chem. 2004; 70(1):391-3. DOI: 10.1021/jo048599z. View

17.

Wrona I, Gabarda A, Evano G, Panek J . Total synthesis of reblastatin. J Am Chem Soc. 2005; 127(43):15026-7. DOI: 10.1021/ja055384d. View

18.

Ohno H . Synthesis and applications of vinylaziridines and ethynylaziridines. Chem Rev. 2014; 114(16):7784-814. DOI: 10.1021/cr400543u. View

19.

de Kort M, Correa V, Valentijn A, van der Marel G, Potter B, Taylor C . Synthesis of potent agonists of the D-myo-inositol 1,4, 5-trisphosphate receptor based on clustered disaccharide polyphosphate analogues of adenophostin A. J Med Chem. 2000; 43(17):3295-303. DOI: 10.1021/jm000957c. View

20.

Fleckenstein C, Plenio H . Highly efficient Suzuki-Miyaura coupling of heterocyclic substrates through rational reaction design. Chemistry. 2008; 14(14):4267-79. DOI: 10.1002/chem.200701877. View