Stabilization of gold nanoparticles on copper ferrrite and its application as bimetallic and magnetically recyclable catalyst for preparation of propargylamines

Document Type : Original Article

Authors

1 Institute for advanced studies in basic sciences (IASBS University), Zanjan, Iran

2 Department of Chemistry, Zanjan University

Abstract

In this report for the first time, gold nanoparticles were supported and stabilized on copper ferrite nanoparticles (CuFe2O4 NPs) and obtained compound was characterized by different techniques such as transmission electron microscopy (TEM), X-ray spectroscopy (EDS) mapping, X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA) and X-ray diffraction (XRD) . Novel prepared material has been applied as a bimetallic and magnetic catalyst in successful coupling reaction of structurally different aldehydes, amines and alkynes for preparation of various propargylamines. Using this catalyst, corresponding propargylamines were obtained in high to excellent yields. Catalyst was successfully recovered by external magnetic field and reused for 6 consecutive runs without decreasing of activity.

Keywords

Main Subjects


[1] M. Syamala, Org. Prep. Proc. Int., 41 (2009) 1.
[2] A.Kochman, J. Skolimowski, L.Gêbicka, D.Metodiewa, Pol. J. Pharmacol., 55 (2003) 389.
[3] JJ.Chen DM. Swope, K. Dashtipour, Clin. Ther., 29 (2007) 1825.
[4] R. Bloch, Chem. Rev., 98 (1998) 1407.
[5] R. Sharma, S.Sharma, G. Gaba, RSC Adv., 4 (2014) 211.
[6] E.RyanáBonfield, Org. Biomol. Chem., 5 (2007) 435.
[7] L. Shi, Y-Q. Tu, M.Wang, F-M. Zhang, Org. Lett., 6 (2004) 1001.
[8] M.Gholinejad, B.Karimi, A.Aminianfar, M. Khorasani., ChemPlusChem, 80 (2015) 1573.
[9] A. Corma and H. Garcia, Chem. Soc. Rev., 37 (2008) 2096.
[10] M. Kokate, S. Dapurkar, K. Garadkar, A. Gole, J. Phys. Chem. C, 119 (2015) 14214.
[11] R. H. Adnan, G. G. Andersson, M. I. J. Polson, G. F. Methad, V. B. Golovko, Catal. Sci. Technol., 5 (2015) 1323.
[12] A. S. K. Hashmi, I. Braun, M. Rudolph, F. Rominger, Organometallics, 31 (2012) 644.
[13] B. Alcaide, P. Almendros, J. M. Alonso, Org. Biomol. Chem., 9 (2011) 4405.
[14] S. K. Beaumont, G. Kyriakou, R. M. Lambert, J. Am. Chem. Soc., 132 (2010) 12246.
[15] Karimi, B., Kabiri Esfahani, F., Chem. Commun., 47 (2011) 10452.
[16] C. Wei and C.-J. Li, J. Am. Chem. Soc., 125 (2003) 9584.
[17] A. Berrichi, R. Bachir, M. Benabdallah, N. Choukchou-Braham, Tetrahedron, 56 (2015) 1302.
[18] B. Karimi, M. Gholinejad, Khorasani M. Chem. Commun., 48 (2012) 8961.
[19] S.Laurent, D. Forge, M. Port, A. Roch, C. L.Robic, Vander Elst, Chem. Rev., 108 (2008) 2064.
[20] R. Hudson, Synlett24 (2013) 1309.
[21] J. Shi, Chem. Rev., 113 (2012) 2139.
[22] R.Chinchilla, C.Nájera, Chem. Soc. Rev., 40 (2011) 5084.
[23] M. Gholinejad, F. Saadati, S. Shaybanizadeh and B.Pullithadathil, RSC Adv., 6 (2016) 4983.
[24] N. Panda, A. K. Jena, S. Mohapatra, S. R. Rout, Tetrahedron Lett., 52 (2011) 1924.
[25] A.Dandia, A. K. Jain and S. Sharma, RSC Adv., 3 (2013) 2924.
]26[ باسوتی، محمد; سعادتجو، نقی، مجله شیمی کاربردی، شماره 45(1396) ص21.