[Hmim]3PW12O40: A high-efficient and green catalyst for the acetalization of carbonyl compounds

Chinese Chemical Letters

Volumn 21, Issue 6, 2010, Pages 678-681

  Dai, Yan ^a   Li, Bin Dong ^a   Quan, Heng Dao ^b   Lü, Chun Xu ^a  

^a NANJING UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

Hmim 3PW12O40; Acetalization; Carbonyl compounds; Ionic liquid; Phosphotungstic acid

Indexed keywords

EID: 77951114068     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2010.02.004     Document Type: Article

References (29)

1. Greene T.W., and Wuts P.G.M. Protective Groups in Organic Synthesis (1991), Wiley, New York
2. Wang B., Gu Y., Song G., et al. J. Mol. Catal. A: Chem. 233 (2005) 121
3. Shen X.Y., Jiang H.F., and Wang Y.C. Chin. J. Org. Chem. 28 (2008) 782
4. Leonard N.M., Oswald M.C., Freiberg D.A., et al. J. Org. Chem. 67 (2002) 5202
5. Wang Y., Jiang D., and Dai L. Catal. Commun. 9 (2008) 2475
6. Gregg B.T., Golden K.C., and Quiin J.F. Tetrahedron 64 (2008) 3287
7. Srivastava P., and Srivastava R. Catal. Commun. 9 (2008) 645
8. Dong J.H., Hu S.L., and Yang S.J. Chin. Appl. Chem. Ind. 34 (2005) 611
9. Gao F., and Yang S.J. Chin. Appl. Chem. Ind. 34 (2005) 28
10. Yang S.J., Zhang Y.J., Du X.X., et al. Rare Metals 27 (2008) 89
11. Zhi H.Z., Luo J., Ma W., et al. Chem. J. Chin. Univ. 29 (2008) 2007
12. Fang D., Gong K., Shi Q., et al. Catal. Commun. 8 (2007) 1463
13. Tajbakhsh M. J. Mol. Catal. A: Chem. 287 (2008) 5
14. Dias A.S., and Kozhevnikov I.V. J. Mol. Catal. A: Chem. 305 (2009) 104
15. Kishore P.S., Heravi M.M., Sadjadi S., et al. Catal. Commun. 9 (2008) 504
16. Lucas N., Bordoloi A., Amrute A.P., et al. Appl. Catal. A 352 (2009) 74
17. Sepúlveda J.H., Yori J.C., and Vera C.R. Catal. Appl. A 288 (2005) 18
18. Sawant D.P., Justus J., Balasubramanian V.V., et al. Chem. Eur. J. 14 (2008) 3200
19. Minakata S., and Komatsu M. Chem. Rev. 109 (2009) 711
20. Zhi H., Lü C., Zhang Q., et al. Chem. Commun. 20 (2009) 2878
21. Dupont J., Souza R.F., and Suarez P.A.Z. Chem. Rev. 102 (2002) 3667
22. Welton T. Chem. Rev. 99 (1999) 2071
23. Leng Y., Wang J., and Zhu D. Angew. Chem. Int. Ed. 48 (2009) 168
24. Wang K., Zhang W.W., Yin S., et al. Chin. J. Appl. Chem. 26 (2009) 32
25. Bourlinos A.B., Raman K., Herrera R., et al. J. Am. Chem. Soc. 126 (2004) 15358
26. Chen D., Zhang Q., Wang G., et al. Electrochem. Commun. 9 (2007) 2755
27. Shi J.H., and Pan G. Chin. J. Catal. 29 (2008) 629
28. 40: C 4.61, H 0.68, N 2.69, P 0.97, W 68.76; found C 4.59, H 0.71, N 2.68, P 0.98, W 68.73; ESI-MS (energy: 50v, m/z, z = 3): 958.3 (48%), 701.5 (100%), 470.6 (41%).
29. 40 (0.44 mmol) was stirred at 80 °C for certain time. Water formed in the process was removed by azeotropic distillation using toluene as water-taken reagent. After the reaction, the organic layer was separated by decantation, and the product was detected by GC-MS (GC yield: 97%). The catalyst was reused without any treatment.