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Pure Appl. Chem., 2007, Vol. 79, No. 11, pp. 1855-1867

doi:10.1351/pac200779111855

Green approaches to highly selective processes: Reactions of dimethyl carbonate over both zeolites and base catalysts

Maurizio Selva

Environmental Sciences Department, Ca' Foscari University and Interuniversity Consortium "Chemistry for the Environment", Calle Larga S. Marta 2137, 30123 Venice, Italy

References

  • 1. (a). A.-A. G. Shaik, S. Sivaram. Chem. Rev. 96, 951 (1996); (doi:10.1021/cr950067i)
  • 1. (b). P. Tundo, M. Selva. Acc. Chem. Res. 35, 706 (2002). (doi:10.1021/ar010076f)
  • 2. (a). J. P. Senet. In The Recent Advance in Phosgene Chemistry, SNPE Group, France (1997);
  • 2. (b). H. J. Buysch, H. Krimm, S. Boehm. U.S. patent 4335051, issued 15 June 1982, Bayer AG.
  • 3. M. Massi Mauri, U. Romano, R. Tesei, P. Rebora. Ind. Eng. Chem. Prod. Res. Dev. 19, 396 (1980).
  • 4. U. Romano, F. Rivetti, N. Di Muzio. U.S. patent 4318862, issued 9 March 1982, Anic SpA.
  • 5. T. Matsuzaki, A. Nakamura. Catal. Surv. Jpn. 1, 77 (1997). (doi:10.1023/A:1019020812365)
  • 6. B. M. Bhanage, S.-I. Fujita, Y. Ikushina, M. Arai. Appl. Catal., A 219, 259 (2001).
  • 7. (a). J. Haggin. Chem. Eng. News 70 (18), 25 (1992);
  • 7. (b). M. A. Pacheco, C. L. Marshall. Energy Fuels 11, 2 (1997). (doi:10.1021/ef9600974)
  • 8. H. Cui, T. Wang, F. Wang, C. Gu, P. Wang, Y. Dai. Ind. Eng. Chem. Res. 42, 3865 (2003). (doi:10.1021/ie021014b)
  • 9. F. Rivetti, U. Romano, D. Delledonne. In Green Chemistry: Designing Chemistry for the Environment, P. Anastas, T. C. Williamson (Eds.), pp 70-80, ACS Symposium Series 626, American Chemical Society, Washington, DC (1996).
  • 10. P. Tundo. In Continuous Flow Methods in Organic Synthesis, Horwood, Chichester (1991).
  • 11. (a). E. K. Fukuoka, R. T. J. McIver. J. Am. Chem. Soc. 101, 2498 (1979); (doi:10.1021/ja00503a050)
  • 11. (b). K. Takashima, S. M. Jose, A. T. do Amaral, J. M. Riveros. J. Chem. Soc., Chem. Commun. 1255 (1983). (doi:10.1039/c39830001255)
  • 12. (a). B. Trost. Science 254, 1471 (1991); (doi:10.1126/science.1962206)
  • 12. (b). A. Curzons, D. J. Constable, D. N. Mortimer, V. L. Cunnigham. Green Chem. 3, 1 (2001). (doi:10.1039/b007871i)
  • 13. J. March. In Advanced Organic Chemistry, Reaction, Mechanism and Structure, 4th ed., pp. 468-473, Wiley Interscience, New York (1992).
  • 14. W. Carruthers. In Some Modern Methods of Organic Synthesis, 3rd ed., Cambridge University Press, Cambridge (1989).
  • 15. M. Mikolajczyk, S. Grzejszczak, A. Zatorski, F. Montanari, M. Cinquini. Tetrahedron Lett. 16, 3757 (1975). (doi:10.1016/S0040-4039(00)91329-7)
  • 16. M. Selva, C. A. Marques, P. Tundo. J. Chem. Soc., Perkin Trans. 1 1323 (1994). (doi:10.1039/p19940001323)
  • 17. (a). A. Bomben, C. A. Marques, M. Selva, P. Tundo. Tetrahedron 51, 11573 (1995); (doi:10.1016/0040-4020(95)00718-N)
  • 17. (b). A.Bomben, M. Selva, P. Tundo. J. Chem. Res. (S) 448 (1997).
  • 18. (a). P. Loosen, P. Tundo, M. Selva. U.S. patent 5278333, issued 1 November 1994, Tessenderloo Chemie;
  • 18. (b). M. Selva, P. Tundo. Chemtech 25, 31 (1995).
  • 19. (a). P. Tundo, M. Selva, A. Bomben. Org. Synth. 76, 169 (1999);
  • 19. (b). A. Biasutti, M. Pierobon, M.Selva, P. Tundo. Unpublished results.
  • 20. M. Selva, P. Tundo, A. Perosa, S. Memoli. J. Org. Chem. 67, 1071 (2002). (doi:10.1021/jo026057g)
  • 21. J. March. In Advanced Organic Chemistry, Reaction, Mechanism and Structure, 4th ed., p. 411, Wiley Interscience, New York (1992).
  • 22. F. Trotta, P. Tundo, G. Moraglio. J. Org. Chem. 52, 1300 (1987). (doi:10.1021/jo00383a024)
  • 23. F. Schwochow, L. Puppe. Angew. Chem., Int. Ed. 14, 620 (1975). (doi:10.1002/anie.197506201)
  • 24. (a). Z.-H. Fu Y. Ono. CaTTech. 1, 31 (1997);
  • 24. (b). M. Selva, A. Bomben, P. Tundo. J. Chem. Soc., Perkin Trans. 1, 1041 (1997). (doi:10.1039/a606684d)
  • 25. (a). W.-C. Shieh, S. Dell, O. Repic. Org. Lett. 3, 4279 (2001); (doi:10.1021/ol016949n)
  • 25. (b). W.-C. Shieh, S. Dell, O. Repic. J. Org. Chem. 67, 2188 (2002); (doi:10.1021/jo011036s)
  • 25. (c). A. Perosa, M. Selva, P. Tundo, F. Zordan. Synlett 1, 272 (2000). (doi:10.1055/s-2000-6488)
  • 26. A. Ben Taleb, G. Jenner. J. Mol. Catal. L131-L136, 84 (1993).
  • 27. (a). M. Selva, P. Tundo. EP Appl. 03029005.0, issued 16 December 2003, INCA Consortium;
  • 27. (b). M. Selva, P. Tundo, A. Perosa. J. Org. Chem. 68, 7374 (2003). (doi:10.1021/jo034548a)
  • 28. (a). M. Selva. Synthesis 18, 2872 (2003); (doi:10.1055/s-2003-42464)
  • 28. (b). Y. Fu, T. Baba, Y. Ono. J. Catal. 197, 91 (2001). (doi:10.1006/jcat.2000.3075)
  • 29. M. Selva, P. Tundo, T. Foccardi. J. Org. Chem. 70, 2476 (2005). (doi:10.1021/jo048076r)
  • 30. M. Czjiek, T. Vogt, H. Fuess. Zeolites 11, 832 (1991). (doi:10.1016/S0144-2449(05)80064-8)
  • 31. (a). T. Beutel. J. Chem. Soc., Faraday Trans. 94, 985 (1998); (doi:10.1039/a706356c)
  • 31. (b). F. Bonino, A. Damin, S. Bordiga, M. Selva, P. Tundo, A. Zecchina. Angew. Chem., Int. Ed. 44, 4774 (2005). (doi:10.1002/anie.200500110)
  • 32. Unfortunately, the bands associated with stretching modes of OCH3 bonds (which would be of a great diagnostic utility) cannot be observed because they fall within the zeolite framework region.
  • 33. D. Barthomeuf. J. Phys. Chem. 88, 42 (1984). (doi:10.1021/j150645a010)
  • 34. M. Onaka, K. Ishikawa, Y. Izumi. Chem. Lett. 11, 1783 (1982). (doi:10.1246/cl.1982.1783)
  • 35. M. Selva, P. Tundo, A. Perosa. J. Org. Chem. 67, 9238 (2002). (doi:10.1021/jo026057g)
  • 36. J. March. In Advanced Organic Chemistry, Reaction, Mechanism and Structure, 4th ed., pp. 367-368, Wiley Interscience, New York (1992).