Mesoporous MCM-41@SnPr-Kryf.23-Mn a versatile and reusable nanocatalyst for the oxidation of primary and secondary alcohols in the presence of hydrogen peroxide as oxidant
Source abstract
Abstract
In this study, we synthesized new silica-MCM-41 modified with kryptofix 23 immobilized with MnCl2·2H2O, an effective and heterogeneous reusable nanocatalyst, and characterized using FT-IR, SEM, TEM, EDS, XRD and BET techniques. This nanocatalyst catalyzed the oxidation of primary and secondary alcohols in the presence of H2O2 as an oxidant to corresponding carbonylated compounds under reflux in high yields. The oxidation of some primary alcohols gave the mixture of corresponding aldehyde and carboxylic acid and secondary alcohols gave corresponding ketones. Some cyclic secondary alcohols such as cyclohexanol (1m) and 1,4-cyclohexanediol (1,4-CHD, 1g) underwent ring opening oxidation and formed adipic acid and succinic acid, respectively, under the same condition.
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Research context
OpenAlex topics: Oxidative Organic Chemistry Reactions · Mesoporous Materials and Catalysis · Chemical Synthesis and Reactions
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References (59)
Show source-provided references
1. E.P. Ng, S.N.M. Subari, O. Marie, R.R. Mukti, J.C. Juan, Appl. Catal. A 450, 34 (2012)10.1016/j.apcata.2012.09.055 ↗
2. M. Manzano, V. Aina, C.O. Arean, F. Balas, V. Cauda, M. Colilla, M.R. Delgado, M. Vallet-Regi, Chem. Eng. J. 137, 30 (2008)10.1016/j.cej.2007.07.078 ↗
3. D. Rath, S. Rana, K.M. Parida, RSC Adv. 4, 57111 (2014)10.1039/C4RA08005J ↗
4. M. Nikoorazm, A. Ghorbani-Choghamarani, M. Khanmoradi, Appl. Organomet. Chem. 30, 236 (2016)10.1002/aoc.3422 ↗
5. X. Hu, G.K. Chuah, S. Jaenicke, Appl. Catal. A 217, 1 (2001)10.1016/S0926-860X(01)00574-9 ↗
6. G. Karthikeyan, A. Pandurangan, Mol. Catal. 311, 36 (2009)10.1016/j.molcata.2009.06.020 ↗
7. M. Hajjami, L. Shiri, A. Jahanbakhshi, Appl. Organomet. Chem. 29, 668 (2015). https://doi.org/10.1002/aoc.334810.1002/aoc.3348 ↗
8. M. Mandal, V. Nagaraju, B. Sarma, G.V. Karunakar, K.K. Bania, ChemPlusChem 80, 749 (2015)10.1002/cplu.201402446 ↗
9. S. Jana, B. Dutta, R. Bera, S. Koner, Langmuir 23, 2492 (2007). https://doi.org/10.1021/la062409t10.1021/la062409t ↗
10. T. Kikhavani, P. Moradi, M. Mashari-Karir, J. Naji, Appl. Organomet. Chem. 36, e6895 (2022). https://doi.org/10.1002/aoc.689510.1002/aoc.6895 ↗
11. M. Nikoorazm, B. Tahmasbi, S. Gholami, P. Moradi, Appl. Organomet. Chem. 34, e5919 (2020). https://doi.org/10.1002/aoc.591910.1002/aoc.5919 ↗
12. P. Moradi, B. Zarei, Y.A. Tyula, M. Nikoorazm, Appl. Organomet. Chem. 37, e7020 (2023). https://doi.org/10.1002/aoc.702010.1002/aoc.7020 ↗
13. M. Nikoorazm, Z. Rezaei, B. Tahmasbi, J. Porous Mater. 27, 671 (2020). https://doi.org/10.1007/s10934-019-00835-610.1007/s10934-019-00835-6 ↗
14. A. Jabbari, M. Nikoorazm, P. Moradi, J. Porous Mater. 30, 1395 (2023). https://doi.org/10.1007/s10934-023-01427-110.1007/s10934-023-01427-1 ↗
15. A. Jabbari, M. Nikoorazm, P. Moradi, Res. Chem. Intermed. 49, 1485 (2023). https://doi.org/10.1007/s11164-023-04977-w10.1007/s11164-023-04977-w ↗
16. M. Nikoorazm, B. Tahmasbi, S. Gholami, M. Khanmoradi, Y.A. Tyula, M. Darabi, M. Koolivand, Polyhedron 244, 116587 (2023). https://doi.org/10.1016/j.poly.2023.11658710.1016/j.poly.2023.116587 ↗
17. B. Tahmasbi, M. Nikoorazm, P. Moradi, Y.A. Tyula, RSC Adv. 12, 34303 (2022). https://doi.org/10.1039/D2RA05413B10.1039/D2RA05413B ↗
18. L. Zhang, Y. Li, H. Zhou, Energy 149, 414 (2018). https://doi.org/10.1016/j.energy.2018.02.06010.1016/j.energy.2018.02.060 ↗
19. B.M. Abu-Zied, M.M. Alam, A.M. Asiri, W. Schwieger, M.M. Rahman, Colloid Surf. A 562, 161 (2019). https://doi.org/10.1016/j.colsurfa.2018.11.02410.1016/j.colsurfa.2018.11.024 ↗
20. H. Batmani, N. Noroozi Pesyan, F. Havasi, Microporous Mesoporous Mater. 257, 27 (2018). https://doi.org/10.1016/j.micromeso.2017.08.02410.1016/j.micromeso.2017.08.024 ↗
21. F. Qi, W. Chu, B. Xu, Appl. Catal. B 134–135, 324 (2013). https://doi.org/10.1016/j.apcatb.2013.01.03810.1016/j.apcatb.2013.01.038 ↗
22. I.I. Slowing, J.L. Vivero-Escoto, C.-W. Wu, V.S.-Y. Lin, Adv. Drug Deliv. Rev. 60, 1278 (2008). https://doi.org/10.1016/j.addr.2008.03.01210.1016/j.addr.2008.03.012 ↗
23. K. Morishige, H. Fujii, M. Uga, D. Kinukawa, Langmuir 13, 3494 (1997)10.1021/la970079u ↗
24. M. Aalinejad, N. Noroozi Pesyan, N. Heidari, H. Batmani, A. Danandeh Asl, Appl. Organomet. Chem. 33, e4878 (2019). https://doi.org/10.1002/aoc.487810.1002/aoc.4878 ↗
25. A. Taghizadeh, N. Noroozi Pesyan, H. Alamgholiloo, G. Sheykhaghaei, Appl. Organomet. Chem. 36, e6787 (2022). https://doi.org/10.1002/aoc.678710.1002/aoc.6787 ↗
26. S. Mohammadlou, N. Noroozi Pesyan, J. Porous Mater. 30, 11 (2023). https://doi.org/10.1007/s10934-022-01315-010.1007/s10934-022-01315-0 ↗
27. M. Aalinejad, N. Noroozi Pesyan, H. Alamgholiloo, Colloids Surf. A 634, 127956 (2022). https://doi.org/10.1016/j.colsurfa.2021.12795610.1016/j.colsurfa.2021.127956 ↗
28. M. Aalinejad, N. Noroozi Pesyan, E. Doustkhah, Mol. Catal. 494, 111117 (2020). https://doi.org/10.1016/j.mcat.2020.11111710.1016/j.mcat.2020.111117 ↗
29. P.A. Wright, R.E. Morris, P.S. Wheatley, Dalton Trans. 2007, 3559 (2007). https://doi.org/10.1039/B710352B10.1039/B710352B ↗
30. A. Anzellotti, A. McFarland, K.F. Olson, Anal. Methods 5, 4317 (2013). https://doi.org/10.1039/C3AY40995C10.1039/C3AY40995C ↗
31. R. Mozafari, M. Ghadermazi, RSC Adv. 10, 15052 (2020). https://doi.org/10.1039/d0ra01671c10.1039/d0ra01671c ↗
32. R.M. Izatt, K. Pawlak, J.S. Bradshaw, R.L. Bruening, Chem. Rev. 91, 1721 (1991). https://doi.org/10.1021/cr00008a00310.1021/cr00008a003 ↗
33. P. Chandra, T. Ghosh, N. Choudhary, A. Mohammad, S.M. Mobin, Coord. Chem. Rev. 411, 213241 (2020). https://doi.org/10.1016/j.ccr.2020.21324110.1016/j.ccr.2020.213241 ↗
34. Z. Zhang, Z. Zha, C. Gan, C. Pan, Y. Zhou, Z. Wang, M.-M. Zhou, J. Org. Chem. 71, 4339 (2006). https://doi.org/10.1021/jo060372b10.1021/jo060372b ↗
35. A.R. Gholap, K. Venkatesan, R. Pasricha, T. Daniel, R.J. Lahoti, K.V. Srinivasan, J. Org. Chem. 70, 4869 (2005). https://doi.org/10.1021/jo050381510.1021/jo0503815 ↗
36. Sh. Hamedimehr, K. Ojaghi Aghbash, N. Noroozi Pesyan, ACS Omega 8, 8227 (2023)10.1021/acsomega.2c05723 ↗
37. H. Chen, S. Fu, L. Fu, H. Yang, D. Chen, Minerals 9(5), 264 (2019). https://doi.org/10.3390/min905026410.3390/min9050264 ↗
38. T.T.M. Le, N.X.D. Mai, H.K.T. Ta, T.L.H. Doan, L.H.T. Nguyen, New J. Chem. 39, 6474 (2015)10.1039/C5NJ01180A ↗
39. K. Li, Z. Zeng, J. Xiong, L. Yan, H. Guo, S. Liu, Y. Dai, T. Chen, Colloids Surf. A 465, 113 (2015)10.1016/j.colsurfa.2014.10.044 ↗
40. K. Fujitani, T. Mizutani, T. Oida, T. Kawase, J. Oleo Sci. 58, 323 (2009)10.5650/jos.58.323 ↗
41. R. Tayebee, M.M. Amini, M. Akbari, A. Aliakbari, Dalton Trans. 44, 9596 (2015). https://doi.org/10.1039/C5DT00368G10.1039/C5DT00368G ↗
42. R. Tayebee, M.M. Amini, H. Rostamian, A. Aliakbari, Dalton Trans. 43, 1550 (2014). https://doi.org/10.1039/C3DT51594J10.1039/C3DT51594J ↗
43. R. Tayebee, M.M. Amini, F. Nehzat, O. Sadeghi, M. Armaghan, J. Mol. Catal. A 366, 140 (2013). https://doi.org/10.1016/j.molcata.2012.09.01610.1016/j.molcata.2012.09.016 ↗
44. N.M. Ghohe, R. Tayebee, M.M. Amini, A. Osatiashtiani, M.A. Isaacs, A.F. Lee, Tetrahedron 73, 5862 (2017). https://doi.org/10.1016/j.tet.2017.08.03010.1016/j.tet.2017.08.030 ↗
45. M. Moudjahed, L. Dermeche, Y. Idrissou, T. Mazari, C. Rabia, J. Chem. Sci. 134, 31 (2022). https://doi.org/10.1007/s12039-022-02028-210.1007/s12039-022-02028-2 ↗
46. M.E. Assal, M.R. Shaik, M. Kuniyil, M. Khan, A.Y. Alzahrani, A. Al-Warthan, M.R.H. Siddiqui, S.F. Adil, Catalysts 7, 391 (2017). https://doi.org/10.3390/catal712039110.3390/catal7120391 ↗
47. J. Alcañiz-Monge, G. Trautwein, A. Garcia-Garcia, J. Mol. Catal. A 394, 211 (2014). https://doi.org/10.1016/j.molcata.2014.07.02310.1016/j.molcata.2014.07.023 ↗
48. J.C.S. Soares, A.H.A. Gonçalves, F.M.Z. Zotin, L.R.R. de Araújo, A.B. Gaspar, Mol. Catal. 458, 223 (2018). https://doi.org/10.1016/j.mcat.2018.02.02010.1016/j.mcat.2018.02.020 ↗
49. G. Liu, M. Chen, X. Jin, C. Song, F. He, Q. Huang, J. Environ. Chem. Eng. 9, 105422 (2021). https://doi.org/10.1016/j.jece.2021.10542210.1016/j.jece.2021.105422 ↗
50. P. Jin, H. Wei, L. Zhou, D. Wei, Y. Wen, B. Zhao, X. Wang, B. Li, Mol. Catal. 510, 111705 (2021). https://doi.org/10.1016/j.mcat.2021.11170511170510.1016/j.mcat.2021.111705111705 ↗
51. J. Pisk, D. Agustin, R. Poli, Molecules 24, 783 (2019). https://doi.org/10.3390/MOLECULES2404078310.3390/MOLECULES24040783 ↗
52. J.C.S. Soares, A.H.A. Gonçalves, F.M.Z. Zotin, L.R.R. de Araújo, A.B. Gaspar, Catal. Today 381, 143 (2021). https://doi.org/10.1016/J.CATTOD.2020.07.05210.1016/J.CATTOD.2020.07.052 ↗
53. H. Keypour, S.G. Saremi, H. Veisi, R. Azadbakht, RSC Adv. 6, 77020 (2016). https://doi.org/10.1039/C6RA15967B10.1039/C6RA15967B ↗
54. Q. Zhou, Z. Wan, X. Yuan, J. Luo, Appl. Organomet. Chem. 30, 215 (2016). https://doi.org/10.1002/aoc.341910.1002/aoc.3419 ↗
55. M.F. Pinto, M. Olivares, A. Vivancos, G. Guisado-Barrios, M. Albrecht, B. Royo, Catal. Sci. Technol. 9, 2421 (2019). https://doi.org/10.1039/C9CY00685K10.1039/C9CY00685K ↗
56. A. Shaabani, M.B. Boroujeni, M.S. Laeini, Appl. Organomet. Chem. 30, 154 (2016). https://doi.org/10.1002/aoc.341210.1002/aoc.3412 ↗
57. K. Dhanalaxmi, R. Singuru, S.K. Kundu, B.M. Reddy, A. Bhaumik, J. Mondal, RSC Adv. 6, 36728 (2016). https://doi.org/10.1039/C6RA07200C10.1039/C6RA07200C ↗
58. M.T. Hafshejani, S. Saeednia, M.H. Ardakani, Z.P. Parizi, Transit. Met. Chem. 43, 579 (2018). https://doi.org/10.1007/s11243-018-0244-210.1007/s11243-018-0244-2 ↗
59. H.-K. Kwong, P.-K. Lo, K.-C. Lau, T.-C. Lau, Chem. Commun. 47, 4273 (2011). https://doi.org/10.1039/c0cc05487a10.1039/c0cc05487a ↗