Green synthesis and characterization of palladium nanoparticles and their catalytic performance for the efficient synthesis of biologically interesting di(indolyl)indolin-2-ones

Naushad Edayadulla; Nagaraj Basavegowda; Yong Rok Lee

Journal of Industrial and Engineering Chemistry, Vol.21, 1365-1372, January, 2015

DOI10.1016/j.jiec.2014.06.007 Export Citation

Green synthesis and characterization of palladium nanoparticles and their catalytic performance for the efficient synthesis of biologically interesting di(indolyl)indolin-2-ones

Naushad Edayadulla, Nagaraj Basavegowda, and Yong Rok Lee^†

School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea

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A green method for biosynthesis of palladium nanoparticles (PdNPs) using Artemisia annua leaf extracts is described. This synthetic strategy used is straightforward, robust, green, and cost-effective, and exhibits great potential of practical applications for biosynthesizing biologically interesting materials. The synthesized PdNPs were characterized by using UV-visible spectroscopy. The crystalline structure of PdNPs was confirmed by transmission electron microscope with energy dispersive spectra (TEM-EDX) and X-ray diffraction (XRD) analysis with size range from 20 to 30nm (average ~20 nm). Thermogravimetric analysis (TGA) showed that bioactive molecules were capped on the PdNPs and were completely degraded under high temperature. Fourier transform infrared spectroscopy (FTIR) implicated the role of polyols and carbonyl groups in the synthetic process. The synthesized PdNPs capped by bioactive molecules showed potent catalytic application for the synthesis of several di(indolyl) indolin-2-ones in high yield in aqueous medium. The catalyst was recycled five times without any significant loss of catalytic activity.

Keywords:Palladium nanoparticles;Artemisia annua;Catalaytic application;Biosynthesis;Di(indolyl)indolin-2-ones

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[Referenced By]

[1] Iravani S, Green Chem., 13, 2638 (2011)

[2] Catalysis from A to Z, in: Cornils B, Herrmann WA, Muhler M, Wong CH (Eds.), A Concise Encyclopedia, Wiley-VCH, Weinheim, 2007, pp. 1-3.

[3] Sheldon RA, Arends IWCE, Hanefeld U, Green Chemistry and Catalysis, Wiley-VCH, Weinheim, 2007.

[4] Huang WY, Liu JHC, Alayoglu P, Li YM, Witham CA, Tsung CK, Toste FD, Somorjai GA, J. Am. Chem. Soc., 132(47), 16771 (2010)

[5] Tachikawa T, Majima T, Langmuir, 28(24), 8933 (2012)

[6] Lei J, Ju H, Chem. Soc. Rev., 41, 2122 (2012)

[7] Li H, Han L, Cooper-White J, Kim II, Green Chem., 14, 586 (2012)

[8] Jiang G, Wang L, Chen T, Yu H, Wang J, Nanotechnology, 15, 1716 (2004)

[9] Deshmukh KM, Qureshi ZS, Bhatte KD, Venkatesan KA, Srinivasan TG, Vasudeva Rao PR, Bhanage BM, New J. Chem., 35, 2747 (2011)

[10] Bang JH, Suslick KS, Adv. Mater., 22(10), 1039 (2010)

[11] Jia L, Zhang Q, Li Q, Song H, Nanotechnology, 20, 103856 (2009)

[12] van der Kooy F, Sullivan SE, J. Ethnopharmacol., 150, 1 (2013)

[13] Hsu E, Trans. R. Soc. Trop. Med. Hyg, 100, 505 (2006)

[14] Luo XD, Shen CC, Med. Res. Rev., 7, 29 (1987)

[15] De Donna A, Grassi T, Idolo A, Guido M, Papadia P, Caccioppola A, Villanova L, Merendino A, Bagordo F, Fanizzi FP, Trans. R. Soc. Trop. Med. Hyg, 106, 696 (2012)

[16] Faulkner DJ, Nat. Prod. Rep., 18, 1R (2001)

[17] Saxton JE, The Chemistry of Heterocyclic Compounds Part IV, vol. 25, Wiley, New York, 1983.

[18] Dalpozzo R, Bartoli G, Curr. Org. Chem., 9, 163 (2005)

[19] Reddy YT, Reddy PN, Koduru S, Damodaran C, Crooks PA, Bioorg. Med. Chem. Lett., 18, 3570 (2010)

[20] Tiwari RK, Singh D, Singh J, Yadav V, Pathak AK, Dabur R, Chhillar AK, Singh R, Sharma GL, Chandra R, Verma AK, Bioorg. Med. Chem. Lett., 16, 413 (2006)

[21] Radwan MAA, Ragab EA, Sabry NM, El-Shenawy SM, Bioorg. Med. Chem. Lett., 15, 3832 (2007)

[22] Natarajan A, Fan YH, Chen H, Guo Y, Iyasere J, Harbinski F, Christ WJ, Aktas H, Halperin JA, J. Med. Chem., 47, 1882 (2004)

[23] Mi X, Luo S, He J, Cheng JP, Tetrahedron Lett., 45, 4567 (2004)

[24] Hikawa H, Yokoyama Y, RSC Adv., 3, 1061 (2013)

[25] Mulla SAR, Sudalai A, Pathan MY, Siddique SA, Inamdar SM, Chavan SS, Reddy RS, RSC Adv., 2, 3525 (2012)

[26] Reddy BVS, Rajeswari N, Sarangapani M, Prashanthi Y, Ganji RJ, Addlagatta A, Bioorg. Med. Chem. Lett., 22, 2460 (2012)

[27] Sarrafi Y, Alimohammadi K, Sadatshahabi M, Norozipoor N, Monatsh Chem., 143, 1519 (2012)

[28] Tabatabaein K, Mamaghani M, Mahmoodi N, Khorshidi A, Can. J. Chem., 87, 1213 (2009)

[29] Petla RK, Vivekanandhan S, Misra M, Mohanty AK, Satyanarayana N, J. Biomater. Nanobiotechnol., 3, 14 (2012)

[30] Dauthal P, Mukhopadhyay M, Ind. Eng. Chem. Res., 52(51), 18131 (2013)

[31] Philip D, Unni C, Aromal SA, Vidhu VK, Spectroc. Acta Pt. A-Molec. Biomolec. Spectr., 78, 899 (2011)

[32] Shankar SS, Ahmad A, Sastry M, Biotechnol. Prog., 19(6), 1627 (2003)

[33] Bhakuni RS, Jain DC, Sharma RP, Kumar S, Curr. Sci., 80, 35 (2001)

[34] Sharma S, Saranya U, Mater. Lett., 93, 431 (2013)

[35] Sreedhar B, Reddy PS, Devi DK, J. Org. Chem., 74, 8806 (2009)