Perfluoroheptadecan-9-one: a selective and reusable catalyst for epoxidations with hydrogen peroxide

(Note: The full text of this document is currently only available in the PDF Version )

Michiel C. A. van Vliet, Isabel W. C. E. Arends and Roger A. Sheldon


Abstract

Perfluoroheptadecan-9-one is a selective and mild catalyst for the epoxidation of a wide variety of alkenes with hydrogen peroxide; after the reaction the catalyst can be easily recovered and reused without noticable decomposition.


References

  1. I. T. Horváth and J. Rábai, Science, 1994, 266, 72 CrossRef CAS; I. T. Horváth, Acc. Chem. Res., 1998, 31, 641 CrossRef CAS see also D. W. Zhu, Synthesis, 1993, 953 Search PubMed.
  2. I. T. Horváth and J. Rábai, US Pat. 5463082 ( 1995), to Exxon Research and Engineering Company Search PubMed; I. T. Horváth, G. Kiss, R. A. Cook, J. E. Bond, P. A. Stevens, J. Rábai and E. J. Mozeleski, J. Am. Chem. Soc., 1998, 120, 3133 Search PubMed.
  3. G. Pozzi, S. Banfi, A. Manfredi, F. Montanari and S. Quici, Tetrahedron, 1996, 52, 11879 CrossRef CAS; G. Pozzi, I. Colombani, M. Miglioli, F. Montanari and S. Quici, Tetrahedron, 1997, 53, 6145 CrossRef CAS; G. Pozzi, M. Cavazzini, S. Quici and S. Fontana, Tetrahedron Lett., 1997, 38, 7605–8 CrossRef CAS; J.-M. Vincent, A. Rabion, V. K. Yachandra and R. H. Fish, Angew. Chem., Int. Ed. Engl., 1997, 36, 2346 CrossRef CAS; G. Pozzi, F. Montanari and S. Quici, Chem. Commun., 1997, 69 RSC; G. Pozzi, F. Cinato, F. Montanari and S. Quici, Chem. Commun., 1998, 877 RSC.
  4. L. Kim, Br. Pat., 1399639 ( 1972) to Shell Internationale Research Maatschappij N.V. Search PubMed; R. P. Heggs and B. Ganem, J. Am. Chem. Soc., 1979, 101, 2484 Search PubMed; A. J. Biloski, R. P. Heggs and B. Ganem, Synthesis, 1980, 810 CrossRef CAS; P. A. Ganeshpure and W. Adam, Synthesis, 1996, 179 CrossRef CAS.
  5. L. S. Chen, G. J. Chen and C. Tamborski, J. Fluorine Chem., 1984, 26, 341 CrossRef CAS.
  6. G. Legemaat, W. Drenth, M. Schmidt, G. Prescher and G. Goor, J. Mol. Catal., 1990, 62, 119 CrossRef CAS.
  7. T. M. Shryne and L. Kim, US Pat. 4024165 ( 1977) to Shell Oil Company Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.