Synthetic Application of Magnetic Nanocomposite Fe3O4@PEG-Au as a Heterogeneous and Reusable Nanocatalyst in The Suzuki Coupling Reactions
محورهای موضوعی : Journal of Nanoanalysis
Amir Homayoun Keihan
1
(Molecular Biology Research Center, Baqiyatallah University of Medical Sciences, Tehran, Iran)
Hamed Veisi
2
(Nanobiotechnology Research Center, Baqiyatallah University of Medical Sciences, Tehran, Iran)
Hadis Javaheri
3
(Department of Chemistry, Payame Noor University, Tehran, Iran)
کلید واژه: magnetic, Nanocatalyst, Suzuki, PEG, Gold NPs,
چکیده مقاله :
In the present study, we carried out chemical synthesis and characterization of Fe3O4@PEG-Au as a magnetic nanocomposite in aqueous solution by chemical co-precipitation of Fe3+ and Fe2+ ions and encapsulated by poly (ethylene glycol) (PEG) in order to enhancing hydrophilicity, biocompatibility and immobilizing gold ions in the presence of NaBH4 as a reducing agent. Nanostructures were characterized again with FESEM and TEM. The nanoparticles with their spherical shape and dimensions of approximately 12 nm were used as a heterogeneous catalyst for Suzuki coupling reactions whilst in mild conditions. The high efficiency of the catalytic reaction was affirmed by the good yields of products, easy work-up, and absence of leached gold from the support and the smooth recovery of the catalyst.
1. I.P. Beletskaya, A.V. Cheprakov, Chem. Rev, 30(09) (2000) 100.
2. T.W. Liwosz, S.R. Chemler, J. Am. Chem. Soc, 13(4), (2012) 202-7.
3. A.R. Ehle, Q. Zhou, M.P. Watson, Org. Lett., 12(02) (2012) 14-18
4. (a) M. Lamblin, L. Nassar-Hardy, J.C. Hierso, et all, Adv. Synth. Catal. 35(2) (2010) , 33-37; (b) F. Heydari, M. Hekmati, H. Veisi, J. Colloid. Interface Sci. 17(5) (2017) 501-8; (c) H. Veisi, A. Khazaei, M. Safaei, D. Kordestani, J. Mol. Catal. A: Chem. 10(16) (2014) 382-9; (d) H. Veisi, M. Hamelian, S. Hemmati, J. Mol. Catal. A: Chem, 39(5) (2014) 25-29 (e) H. Veisi, M. Ghadermazi, A. Naderi, Appl. Organometal. Chem., 34(1)(2016) 30-38; (f) A.H. Keihan, Veisi H, Biabri PM. Appl Organometal Chem. (2017);.https://doi.org/10.1002/aoc.3873.
5. (a) Dumbre, D. K.; Yadav, P. N.; Bhargava, S. K.; Choudhary, V. R. J. Catal. 14(7) (2013) 301-9; (b) H. Veisi, A. Rashtiani, V. Barjasteh, Appl. Organometal. Chem, 23(1) (2016) 30-35; (c) H. Veisi, R. Ghorbani-Vaghei, S. Hemmati, M. Haji Aliani, T. Ozturk, Appl. Organometal Chem. 12(6) (2015) 29-37; (d) R. Ghorbani-Vaghei, S. Hemmati, M. Hashemi, H. Veisi, C. R. Chimie. 63(6) (2015) 18-25; (e) M. Pirhayati, H. Veisi, A. Kakanejadifard, RSC Adv. (2) (2016) 123-9; (f) B. Abbas Khakiani, K. Pourshamsian, H. Veisi, Appl. Organometal. Chem. 25(9) (2015) 29-36.
6. P.K. Mandali, D.K. Chand, Catal. Commun. 16 (5) (2013) 154-9.
7. T.S.A. Heugebaert, S. De Corte, T. Sabbe, et all, Tetrahedron Lett. 14(10) (2012) 53-61.
8. Yi-Y. Peng, J. Liu, X. Lei, Z. Yin, Green Chem,107(2) (2010) 12-19.
9. Ma, M.; Zhang, Q.; Yin, D.; Dou, J.; Zhang, H.; Xu, H. Catal. Commun. 11(7) (2012) 17-24.
10. X. Ma, Y. Zhou, J. Zhang, A. Zhu, T. Jiang, B.Han, GreenChem. 5(9) (2008) 10-18.
11. H. Veisi, M. Hamelian, S. Hemmati, J. Mol. Catal. A, 12(5) (2014) 395-9.
12. A. Primo, M. Liebel, F. Quignard, Chem. Mater. 62(1) (2009) 211-8.
13. M. R. Mucalo, C. R. Bullen, M. Manley-Harris, J. Mater. Sci., 49(3) (2002) 31-38.
14. H. Firouzabadi, N. Iranpoor, F. Kazemi, M. Gholinejad, J. Mol. Catal. A, 15(4) (2012) 357-63.
15. A. Khazaei, S. Rahmati, Z. Hekmatian, S. Saeednia, J. Mol. Catal. A, 16(9) (2013) 372-9.
16. V. L. Budarin, J. H. Clark, R. Luque, D. J. Macquarrie, R. J. White, Green Chem. 38(2) (2008) 10-17.
17. Y. Sun, Y. Guo, Q. Lu, X. Meng, et all, Catal. Lett, 21(3) (2005) 100-8.
18. a) C. Amatore, B. Godin, A. Jutand, F. Lemaître, Chem.Eur. J. 13(7) (200) 2001-7; b) C. Deraedt, D. Astruc, Acc. Chem. Res. 49(4) (2014) 470-5; c) C. Deraedt, D. Wang, L.Salmon, L. Etienne, C. Labrugère, J. Ruiz, D. Astruc, Chem CatChem, 30(3) (2015) 701-7; d) D. Wang, D. Astruc, Chem. Rev, 94(9) (2014) 114-9.
19. Ghorbani-Choghamarani, A.; Darvishnejad, Z.; Norouzi,M. Appl. Organometal. Chem. 17(5) (2015) 290-6.
20. Dong, Z.; Ye, Z. Appl. Catal., A, 7(1) (2015) 489-93.
21. Wei, Sh.; Ma, Z.; Wang, P.; Dong, Z.; Ma, J. J. Mol. Catal. A: Chem. 18(1) (2013) 370-5.
22. Biffis, A.; Zecca, M.; Basato, M. J. Mol. Catal. A: Chem, 27(4) (2001) 173-9.
23. Ghorbani-Vaghei, R.; Hemmati, S.; Veisi, H. J. Mol. Catal. A: Chem, 24(3) (2014) 393-8.
24. (a) M. Kooti and M. Afshar, Mate. Rese. Bull. 47(3) (2012) 47-52; (b) S. Lebaschi, M. Hekmati, H. Veisi, J. Colloid. Interface Sci. 22(3) (2017) , 485-9.
25. D. Astruc, F. Lu and J.R. Aranzaes, Angew. Chem. Int. Ed. 85(2) (2005) 440-7.
26. H. Veisi, A. Khazaei, M. Safaei, D. Kordestani, J. Mol. Catal. A: Chem. 10(6) (2014) 382-9.
27. M. Sheykhan, L. Ma’mani, A. Ebrahimi and A. Heydari, J. Mol. Catal. A: Chem., 25(3) (2011) 335-9.
28. B. Panella, A. Vargas and A. Baiker, J. Catal, 26(1) (2009) 88-94.
29. H. Veisi, S. Taheri and S. Hemmati, Green Chem. 33(7) (2016) 180-6.
30. G. Chouhan, D. Wang and H. Alper, Chem. Commun. 40(9) (2007) 480-7.
31. (a) A. H. Keihan, H. Veisi, P. Mohammadi, Apply. Organometal. Chem. (2016) 10.1002/aoc.3642.
32. (a) H. Veisi, D. Kordestani, S. Hemmati, A. R. faraji, H. Veisi, Tetrahedron Lett. 53(11) (2014) 55-60; (b)H. Veisi,S. Hemmati, H. Shirvani, H. Veisi, Apply. Organometal. Chem. 23(1) (2016) 301-7.
