Mn(II)-Schiff base complex immobilized onto MCM-41 matrix as a heterogeneous catalyst for epoxidation of alkenes

Iranian Journal of Catalysis

مقاله 8، دوره 10، شماره 1، خرداد 2020، صفحه 71-78   

نوع مقاله: Articles

نویسندگان

Hassan Zakeri¹؛ Saeed Rayati^{* 2}؛ Goldasteh Zarei¹؛ Ali Parsa¹؛ Forogh Adhami¹

¹Department of Chemistry, College of Science, Yadegar-e-Imam Khomeini (RAH), Shahre Rey Branch, Islamic Azad University, Tehran, Iran, P.O. BOX 18155-14.

²Department of Chemistry, K.N. Toosi University of Technology, P.O. Box 16315‐1618, Tehran 15418, Iran.

چکیده

A heterogeneous catalyst containing manganese Schiff base complex (derived from 2,4-dihydroxybenzadehyde and 1,2-phenylenediamine) is produced by covalent anchoring in MCM-41 matrix. The synthesized catalyst was characterized by X-ray diffraction pattern (XRD), inductivity coupled plasma (ICP), Fourier transform infrared (FT-IR) spectroscopy, N₂ sorbtion-desorbtion isotherm and by transmission electron microscopy (TEM). The obtained catalyst was used in the epoxidation of alkenes with hydrogen peroxide. Furthermore, the effect of various parameters such as reaction time, temperature, amount of catalyst, oxidant and imidazole has been investigated. The catalyst reusability was investigated. Our result reveals that this catalyst shows high catalytic activity in the epoxidation of alkenes.

کلیدواژه‌ها

Alkene epoxidation؛ Heterogeneous catalyst؛ MCM-41؛ Schiff base

مراجع

[1] A. Mavrogiorgue, M. Baikousi, V. Costas, E. Mouzourakis, Y. Deligiannakis, MA. Karakassides, M. Louloudi, J. Mol. Catal. A: Chem. 413 (2016) 40-55.
[2] I.R. Parrey, A. Hashmi, Can. Chem. Trans. 3 (2015) 65-71.
[3] I. Martausová, D. Spustová, D. Cvejn, A. Martaus, J. Přech, Catal. Today 324 (2019) 144-153.
[4] R. Tarasi, A. Ramazani, M. Ghorbanloo, M. Khoobi, H. Aghahosseini, S. Woo Joo, A. Shafiee, Bull. Korean Chem. Soc. 37 (2016) 529-537.
[5] J. Moreno, J. Iglesias, J.A. Melero, Catalysts 7 (2017) 215- 230.
[6] F. Farzaneh, E. Rashtizadeh, J. Sci. I. R. Iran. 29 (2018)311-319.
[7] S. Rayati, E. Khodaei, M. Jafarian, A. Wojtczak, Polyhedron 133 (2017) 327-335.
[8] K. Krishnan, A.M. Tomas, S. Sindhu, G. Anilkumar, Tetrahedron 72 (2016) 1-16.
[9] L. Ma, F. Su, X. Zhang, D. Song, Y. Guo, J. Hu, Microporous Mesoporous Mater. 184 (2014) 37-46.
[10] S. Rayati, F. Nejabat, F. Panjiali, Catal. Commun. 122 (2019) 52-57.
[11] X. Liu, C. Manzur, N. Novoa, S. Celedon, D. Carrillo, J. Hamon, Coord. Chem. Rev. 357 (2018) 144-172.
[12] W. Al Zoubi, W. Gun Ko, J. Organomet. Chem. 822 (2016) 173-188.
[13] M. Hajjami, F. Ghorbani, S. Rahimipanah, S. Roshani, Chinese J. Catal. 36 (2015) 1852-1860.
[14] A.R. Silva, K. Wilson, J.H. Clark, C. Ferier, Stud. Surf. Sci. Catal. 158 (2005) 103-110.
[15] P. MacMorn, G. Hutchin, Chem. Soc. Rev. 33 (2004) 108-122.
[16] P. Oliveria, A. Machado, A.M. Ramos, I. Fonseca, F.M. Braz Fernandes, A.M. Botelho do Rego, J. Vital, Microporous Mesoporous Mater. 120 (2009) 432-440.
[17] G. Zarei, F. Zonouz, J. Appl. Chem. Res. 8 (2014) 37-45.
[18] M.L. Salandino, E. Kraleva, S. Todorova, A. Spinella, G. Nasillo, E. Caponetti, J Alloys Compd. 509 (2011) 8798-8803.
[19] P. Oliveria, A. Machado, A.M. Ramos, I.M. Fonseca, F.M. Baraz Fernandes, A.M. Botelho, Catal. Lett. 114 (2007) 192-197.
[20] J. Runan, Y. Kai, L. Lan-Lan, L. Shuangxi, J. Mol. Catal. A: Chem. 378 (2013) 7-16.
[21] H. Zhao, Q. Chen, L. Wei, Y. Jiang, M. Cai, Tetrahedron 71 (2015) 8725-8732.
[22] R. Egekenze, Y. Gultneh, R. Butcher, Polyhedron 144 (2018) 198-209.
[23] R.H. Ingle, N.K. Kala Raj, J. Mol. Catal. A: Chem. 294 (2008) 8-13.
[24] V. Mirkhani, M. Moghadam, S. Tangestaninejad, H. Kargar, Appl. Catal. 303 (2006) 221-229.
[25] S. Rayati, P. Jafarzadeh, S. Zakavi, Inorg. Chem. Commun. 29 (2013) 40-44.
[26] S. Rayati, S. Shokoohi, E. Bohloulbandi, J. Iran Chem. Soc. 13 (2016) 1983-1991.
[27] H. Zakeri, S. Rayati, G. Zarei, Appl. Organomet. Chem. 32 (2018) e4593.