A Facile and efficient trimethylsilylation of hydroxyl groups using silica-supported zinc chloride and alumina-supported sodium hydrogensulfate as recyclable heterogeneous catalysts

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 184, Issue 9, 2009, Pages 2227-2237

  Shaterian, Hamid Reza ^a   Khorami, Fahimeh ^a   Doostmohammadi, Razieh ^a   Amirzadeh, Azita ^a   Ghashang, Majid ^a  

^a UNIVERSITY OF SISTAN AND BALUCHESTAN   (Iran)

Author keywords

Heterogeneous catalyst; NaHSO4 Al2O3; O trimethylsilylation; SiO2 ZnCl4 (silzic)

Indexed keywords

EID: 70449553304     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500802446579     Document Type: Article

References (37)

1. A. Corma, Curr. Opin. Solid State Mater. Sci., 2, 63 (1997).
2. J. H. Clark and C. N. Rhodes, Clean Synthesis Using Porous Inorganic Solid Catalysts and Supported Reagents (Royal Society of Chemistry, Cambridge, 2000).
3. (a)M. A. Zolfigol, Tetrahedron, 57, 9509 (2001);
4. (b) H. R. Shaterian, M. Ghashang, and A. Hassankhani, Dyes Pigments, 76, 564 (2008);
5. (c) H. R. Shaterian, F. Shahrekipoor, and M. Ghashang, J. Mol. Catal. A: Chem., 272, 142 (2007);
6. (d) H. R. Shaterian, H. Yarahmadi, and M. Ghashang, Tetrahedron, 64, 1263 (2008);
7. H. R. Shaterian and H. Yarahmadi, Tetrahedron Lett., 49, 1297 (2008);
8. (F) A. Khalafi- Nezhad, A. Zare, A. Parhami, M. N. Soltani-Rad, and G. R. Nejabat, Phosphorus, Sulfur, and Silicon, 182, 657 (2007).
9. (a) M. M. Heravi, D. Ajami, R. Hekmat Shoar, N. Sarmad, and F. Faridbod, Phosphorus, Sulfur, and Silicon, 179, 2423 (2004);
10. (b)M. Hirano, T. Kobayashi, and T. Morimoto, Synth. Commun., 24, 1823 (1994);
11. (c) A. S. Kumar, S. C. Taneja, M. S. Hundal, and K. K. Kapoor, Tetrahedron Lett., 49, 2208 (2008).
12. J. Cossy and P. Pale, Tetrahedron Lett., 28, 6039 (1987).
13. M. Curini, F. Epifano, M. C. Marcotullio, O. Rosati, and U. Costantino, Synth. Commun., 29, 541 (1999).
14. M. M. Mojtahedi, M. R. Saidi, M. Bolourtchian, and M. M. Heravi, Phosphorus, Sulfur, and Silicon, 177, 289 (2002).
15. B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 27, 2069 (1997).
16. H. Firouzabadi, N. Iranpoor, K. Amani, and F. Nowrouzi, J. Chem. Soc., Perkin Trans. 1, 2601 (2002).
17. M. Mamaghani and A. Badrian, Phosphorus, Sulfur, and Silicon, 179, 1181 (2004).
18. B. Karimi and B. Golshani, J. Org. Chem., 65, 7228 (2000).
19. N. Azizi and M. R. Saidi, Organometallics, 23, 1457 (2004).
20. B. Akhlaghinia and S. Tavakoli, Synthesis, 1775 (2005).
21. V. H. Tillu, V. H. Jadhav, H. B. Borate, and R. D.Wakharkar, Arkivoc, xiv, 83 (2004).
22. M. M. Mojtahedi, H. Abbasi, andM. S. Abaee, J. Mol. Catal. A: Chem., 250, 6 (2006).
23. B. Akhlaghinia, M. Asadi, E. Safaee, and M. Heydarpoor, Phosphorus, Sulfur, and Silicon, 179, 2099 (2004).
24. F. Shirini, M. A. Zolfigol, and M. Abedini, Phosphorus, Sulfur, and Silicon, 180, 2299 (2005).
25. M. M. Mojtahedi, H. Abbasi, and M. Saeed Abaee, Phosphorus, Sulfur, and Silicon, 181, 1541 (2006).
26. B. Akhlaghinia, Phosphorus, Sulfur, and Silicon, 182, 687 (2007).
27. H. Ghafuri, B. Eftekhari-Sis, and M. M. Hashemi, Phosphorus, Sulfur, and Silicon, 182, 1645 (2007).
28. A. Khazaei, A. Rostami, S. Rahmati, and M. Mahboubifar, Phosphorus, Sulfur, and Silicon, 182, 537 (2007).
29. F. Shirini, M. A. Zolfigol, and K.Mohammadi, Phosphorus, Sulfur, and Silicon, 178, 1567 (2003).
30. H. R. Shaterian and M. Ghashang, Phosphorus, Sulfur, and Silicon, 183, 194 (2008).
31. M. S. Khalili, H. Ghafuri, and S.Mojahedi-Jahromi, Phosphorus, Sulfur, and Silicon, 182, 175 (2007).
32. (a) For the preparation and some application of SiO2-ZnCl2 please see: (a) D. J. Padhyaya and S. D. Samant, Appl. Catal. A: Gen., 340, 42 (2008);
33. (b)G. Neri, G. Rizzo, C. Crisafulli, L. De Luca, A. Donato, M. G. Musolino, and R. Pietropaolo, Appl. Catal. A: Gen., 295, 116 (2005);
34. (c)R. G. Jacob, G. Perin, G. V. Botteselle, and E. J. Lenardao, Tetrahedron Lett., 44, 6809 (2003);
35. (d)R. G. Jacob, G. Perin, L. N. Loi, C. S. Pinno, and E. J. Lenardao, Tetrahedron Lett., 44, 3605 (2003);
36. (e)C. Milone, C. Gangemi, G. Neri, A. Pistone, and S. Galvagno, Appl. Catal. A: Gen., 199, 239 (2000).
37. G. W. Breton, J. Org. Chem., 62, 8952 (1997).