Organotemplate-free Cs-ABW nanozeolite as highly reactive and recyclable catalyst for Henry reaction between benzaldehyde and nitroethane

Zeolite Cs-ABW nanocatalyst has been hydrothermally synthesized without using any harmful organictemplate. The zeolite nanocrystal with very high solid yield (81.88%) can be obtained within 60 min and at 180°C (~20 atm), conditions that are much faster and gentler than the existing synthesis methods. The orthorhombicCs-ABW nanocrystals (mean size of 32 nm) have high aluminum content (Si/Al ratio = 1.14) and possess high basicity.The nanocrystals also exhibit better catalytic activity than conventional homogeneous catalysts in the Henry (nitroaldol)reaction of benzaldehyde with nitroethane under microwave heating conditions. The nanocatalyst does not suffer fromcoking and leaching problems. It can be reused without loss of reactivity even after five consecutive runs under thedescribed reaction conditions.

PDF

___

1. Cheng, L.; Dong, J.; You, J.; Gao, G.; Lan, J. Chem. Eur. J. 2010, 16, 6761-6765.
2. Ballini, R.; Bosica, G. J. Org. Chem. 1997, 62, 425-427.
3. Clarina, T.; Valentina, B. M.; Rama, V. Int. J. Sci. Res. 2014, 3, 2399-2403.
4. Lima, A. L. D.; Ronconi, C. M.; Mota, C. J. A. Catal. Sci. Technol. 2016, 6, 2877-2891.
5. Davis, M. E. Nature 2002, 417, 81.
6. Rahimi, M.; Ng, E. P.; Bakhtiari, K.; Vinciguerra, M.; Ahmad, H. A.; Awala, H.; Mintova, S.; Daghighi, M.; Rostami, F. B.; de Vries, M. et al. Sci. Rep. 2015, 5, 17259.
7. Baerlocher, C.; McCusker, L. B.; Olson, D. H. Atlas of Zeolite Framework Types; Elsevier: Amsterdam, the Netherlands, 2007.
8. Klaska, R.; Jarchow, O. Naturwissenschaften 1973, 60, 299.
9. Klaska, R.; Jarchow, O. Z. Kristallogr. 1975, 142, 225-238.
10. Ghrear, T. M. A.; Rigolet, S.; Daou, T. J.; Mintova, S.; Ling, T. C.; Tan, S. H.; Ng, E. P. Micropor. Mesopor. Mater. 2019, 277, 78-83.
11. Liu, H. G.; Shi, Q.; Liu, L.; Xu, H.; Li, J.; Dong, J. Stud. Surf. Sci. Catal. 2008, 174A, 185-188.
12. Spektor, K.; Fischer, A.; Haussermann, U. Inorg. Chem. 2016, 55, 8048-8058.
13. Ng, E. P.; Ling, J. Y; Ling, T. C.; Mukti, R. R. Nanoscale Res. Lett. 2013, 8, 120.
14. Cheong, Y. W.; Wong, K. L.; Ling, T. C.; Ng, E. P. Mater. Exp. 2018, 8, 463-468.
15. Ng, E. P.; Ng, D. T. L.; Awala, H.; Wong, K. L.; Mintova, S. Mater. Lett. 2014, 132, 126-129.
16. Wong, S. F.; Awala, H.; Vincente, A.; Retoux, R.; Ling, T. C.; Mintova, S.; Mukti, R. R.; Ng, E. P. Micropor. Mesopor. Mater. 2017, 249, 105-110.
17. Norby, P.; Christensen, A. N.; Andersen, I. G. K. Acta Chem. Scand. 1986, A40, 500.
18. Mignon, P.; Geerlings, P.; Schoonheydt, R. J. Phys. Chem. B 2006, 110, 24947-24954.
19. Wong, S. F.; Deekamwong, K.; Wittakayun, J.; Ling, T. C.; Muzara, O.; Lee, H. L.; Adam, F.; Ng, E. P. Sains Malays. 2018, 47, 337-345.
20. Saceda, J. J. F.; Leon, R.; Rintramee, K.; Prayoonpokarach, S.; Wittayakun, J. Quim. Nova 2011, 34, 1394-1397.
21. Hemalatha, K.; Madhumitha, G.; Kajbafvala, A.; Anupama, N.; Sompalle, R.; Roopan, S. M. J. Nanomater. 2013, 2013, 1-23.
22. Ng, E. P.; Lim, G. K.; Khoo, G. L.; Tan, K. H.; Ooi, B. S.; Adam, F.; Ling, T. C.; Wong, K. L. Mater. Chem. Phys. 2015, 155, 30-35.
23. Luzzio, F. A. Tetrahedron 2001, 57, 915-945.
24. Li, C. J.; Trost, B. M. P. Natl. Acad. Sci. USA 2008, 105, 13197-13202.
25. Zou, J.; Yu, Q.; Shang, Z. J. Chem. Soc. Perkin Trans. 2001, 2, 1439-1443.
26. Tompsett, G. A.; Conner, W. C.; Yngvesson, K. S. ChemPhysChem 2006, 7, 296-319.
27. Hattori, H. Appl. Catal. A Gen. 2015, 504, 103-109.
28. Andrighetto, L. M.; Henderson, L. C.; Pearson, J. R.; Stevenson, P. G.; Conlan, X. A. Aust. J. Forensic Sci. 2016, 48, 684-693.
29. Gurbanov, A. V.; da Silva, M. F. C. G.; Kustov, L. M.; Guseinov, F. I.; Mahmudov, K. T.; Pombeiro, A. J. L. J. Organometal. Chem. 2018, 867, 98-101.
30. Wong, S. F.; Deekomwong, K.; Wittayakun, J.; Ling, T. C.; Muraza, O.; Adam, F.; Ng, E. P. Mater. Chem. Phys. 2017, 196, 295-301.
31. Horikoshi, S.; Serpone, N. Catal. Sci. Technol. 2014, 4, 1197-1210.
32. Golmohamadpour, A.; Bahramian, B.; Shafiee, A.; Mamani, L. Mater. Chem. Phys. 2018, 218, 326-335.
33. Mohammad, A. G. S.; Ahmad, N. H.; Goldyn, K.; Mintova, S.; Ling, T. C.; Ng, E. P. Mater. Res. Exp. 2019, 6, 025026.