Skip to content
1887
Volume 45, Issue 4
  • ISSN: 0032-1400

Abstract

This paper presents an up-to-date investigation relating to the design and synthesis of the recently disclosed single-site ruthenium carbene metathesis catalysts. Created as a convenient counterpart of the earlier tungsten and molybdenum carbene catalysts, these novel ruthenium carbene complexes bear specific heterocyclic ligands and display comparable activity and selectivity in metathesis reactions, as well as good tolerance toward organic functionalities, air and moisture. Due to their unique properties, they can be successfully applied in numerous organic and polymer syntheses involving cross-metathesis, ring-opening and ring-closing metatheses, as well as ring-opening metathesis polymerisation. This paper updates our previous review on metathesis reactions published in this Journal last year.

Loading

Article metrics loading...

/content/journals/10.1595/003214001X454155163
2001-01-01
2024-11-02
Loading full text...

Full text loading...

/deliver/fulltext/pmr/45/4/pmr0045-0155.html?itemId=/content/journals/10.1595/003214001X454155163&mimeType=html&fmt=ahah

References

  1. V. Dragutan, A. T. Balaban, M. Dimonie, K. J. Ivin, J. C. Mol, M. Buchmeiser, M. L. Randall, M. L. Snapper, (a) “Olefin Metathesis and Ring-Opening Polymerisation of Cycloolefins”, John Wiley & Sons, Chichester, 1985; (b) Olefin Metathesis and Metathesis Polymerisation”, Academic Press, London, 1997; (c) Chem. Rev., 2000, 100, 1565; (d) The Strem Chemiker, 1998, 17, 1 [Google Scholar]
  2. R. R. Schrock, J. Feldman, R R Schrock, C. J. Schaverien, R R. Schrock, J. C. Dewan, R. R Schrock, D. T. DePue, J. Feldman, C. J. Schaverien, J. C. Dewan, A. H. Liu, (a) Ring-Opening Polymerization Mechanisms, Catalysis, Structure, Utility”, ed. D. J Brunelle, Hanser Publishers, München, 1993, pp 129156; (b) Prog. Inorg. Chem., 1991, 39, 1; (c) J. Am. Chem. Soc., 1986, 108, 2771; (d) J. Am. Chem. Soc., 1987, 109, 1423 [Google Scholar]
  3. R. O’Dell, D. H. McConville, G. H. Hofmeister, R. R. Schrock, D. H. McConville, J. R Wolf, R. R. Schrock, (a) J. Am. Chem. Soc., 1994, 116, 3414; (b) J. Am. Chem. Soc., 1993, 115, 4413 [Google Scholar]
  4. P. Schwab, R. H. Grubbs, J. W. Ziller, B. M. Novak, R. H. Grubbs, (a) J. Am. Chem. Soc., 1996, 118, 100; (b) J. Am. Chem. Soc., 1988, 110, 7542; (c) Chem. Eng. News, 2001, March 26, 320 [Google Scholar]
  5. S. T. Nguyen, L. K. Johnson, R. H. Grubbs, J. W. Ziller, T. Nguyen, R. H. Grubbs, J. W. Ziller, (a) J. Am. Chem. Soc., 1992, 114, 3974; (b) J. Am. Chem. Soc., 1993, 115, 9858 [Google Scholar]
  6. G. C. Fu, R H. Grubbs, G. C. Fu, R H. Grubbs, (a) J. Am. Chem. Soc., 1992, 114, 5426; (b) J. Am. Chem. Soc, 1992, 114, 7324 [Google Scholar]
  7. G. C. Fu, S. T. Nguyen, R. H. Grubbs, J. Am. Chem. Soc., 1993, 115, 9856 [Google Scholar]
  8. R. H. Grubbs, S. Chang, H. E. Blackwell, J. D. Sadowsky, R. J. Howard, J. N. Sampson, J. A Chao, W. E. Steinmetz, D. J. O’Leary, R. H. Grubbs, (a) Tetrahedron, 1998, 54, 4413; (b) J. Org. Chem., 2001, 66, 5291 [Google Scholar]
  9. P. E. Schwab, M. B. France, J. W. Ziller, R. H. Grubbs, Angew. Chem., Int. Ed. Engl., 1995, 34, 2039 [Google Scholar]
  10. V. Dragutan, I. Dragutan, A. T. Balaban, V. Dragutan, I. Dragutan, A. T. Balaban, V. Dragutan, I. Dragutan, A. T. Balaban, (a) Platinum Metals Rev., 2000, 44, (2), 58; (b) Platinum Metals Rev., 2000, 44, (3), 112; (c) Platinum Metals Rev., 2000, 44, (4), 168 [Google Scholar]
  11. V. Dragutan, R. Streck, Catalytic Polymerization of Cycloolefins”, Elsevier, Amsterdam, 2000 [Google Scholar]
  12. P. A. van der Schaaf, A. Hafner, A. Mühlebach, P. A. van der Schaaf, A. Hafner, A. Mühlebach, H. J. Kirner, R Kolly, F. Rime, (a) U.S. Patent 5, 912, 376 (to Ciba SC); 1996; (b) 13th Int. Symp. on Olefin Metathesis and Related Chemistry, Rolduc, Kerkrade, The Netherlands, 11-15 July, 2001, L4, Abstracts, p. 11 [Google Scholar]
  13. A. Mühlebach, P. A Van der Schaaf, A. Hafner, F. Rime, H. J. Kirner, ROMP and Related Chemistry: State of the Art and Visions for the New Century”, Polanica Zdroj, Poland, 315 Sept., 2000, L9 [Google Scholar]
  14. A. Abele, R Wursche, B. Rieger, op. cit., (Ref. 12b), P1, Abstracts, p. 40
  15. P. Nieczypor, P. W. N. M. van Leeuwen, J. C. Mol, M. Lutz, A. Spek, W. Buchowicz, P. Nieczypor, J. C. Mol, (a) J. Organomet. Chem., 2001, 625, 58; (b) op. cit., (Ref. 12b), P6, Abstracts, p. 45 [Google Scholar]
  16. S. Chang, L. Jones, C. Wang, L. M. Henling, R. H. Grubbs, Organometallics, 1998, 17, 3460 [Google Scholar]
  17. M. S. Sanford, L. M. Henling, R H. Grubbs, Organometallics, 1998, 17, 5384 [Google Scholar]
  18. M. Weck, P. Schwab, R. H. Grubbs, Macromolecules, 1996, 29, 1789 [Google Scholar]
  19. E. L. Dias, R. H. Grubbs, Organometallics, 1998, 17, 2758 [Google Scholar]
  20. A. Fürstner, M. Liebl, C. W. Lehmann, M. Picquet, R Kunz, C. Bruneau, D. Touchard, P. H. Dixneuf, P. H. Dixneuf, (a) Chem. Eur. J., 2000, 6, 1847; (b) op. cit., (Ref. 12b), L5, Abstracts, p. 12 [Google Scholar]
  21. A. Fürstner, M. Picquet, C. Bruneau, P. H. Dixneuf, M. Picquet, C. Bruneau, P. H. Dixneuf, (a) J. Chem. Soc., Chem. Commun., 1998, 1315; (b) J. Chem. Soc., Chem. Commun., 1998, 2249 [Google Scholar]
  22. T. Weskamp, W. Schattenmann, M. Spiegler, W. A. Herrmann, T. Weskamp, W. Schattenmann, M. Spiegler, W. A. Herrmann, (a) Angew. Chem., 1998, 110, 2631; (b) Angew. Chem., Int. Ed., 1998, 37, 2490 [Google Scholar]
  23. T. Weskamp, F. J. Kohl, W. Hieringer, D. Gleich, W. A. Herrmann, T. Weskamp, F.J. Kohl, W. Hieringer, D. Gleich, W. A. Herrmann, (a) Angew. Chem., 2001, 111, 2573; (b) Angew. Chem., Int. Ed, 2001, 38, 2416 [Google Scholar]
  24. L. Ackermann, A. Fiirstner, T. Weskamp, F. J. Kohl, W. A. Herrmann, Tetrahedron Lett., 2001, 40, 4787 [Google Scholar]
  25. T. Weskamp, F. J. Kohl, W. A. Herrmann, J. Organomet Chem., 2001, 582, 362 [Google Scholar]
  26. U. Frenzel, T. Weskamp, F. J. Kohl, W. C. Schattenmann, O. Nuyken, W. A. Herrmann, J. Organomet Chem., 2001, 586, 263 [Google Scholar]
  27. M. Scholl, T. M. Trnka, J. P. Morgan, R H. Grubbs, M. Scholl, S. Ding, C. W. Lee, R H. Grubbs, C. W. Bielawski, O. A. Sherman, R. H. Grubbs, (a) Tetrahedron Lett., 2001, 40, 2247; (b) Org. Lett., 2001, 1, 953; (c) Polymer, 2001, 42, 4939 [Google Scholar]
  28. R H. Grubbs, Paper presented at the 221 ACS National Meeting, San Diego, CA, 1-5 April, 2001 [Google Scholar]
  29. A. J. Arduengo, R. L. Harlow, M. Kline, A. J. Arduengo, H. V. R. Dias, R L. Harlow, M. Kline, A. J. Arduengo, H. V. R Dias, M. Kline, (a) J. Am. Chem. Soc., 1991, 113, 361; (b) J. Am. Chem. Soc., 1992, 114, 5530; (c) J. Am. Chem. Soc., 1992, 114, 9724 [Google Scholar]
  30. M. S. Sanford, M. S. Sanford, M. Ulman, R H. Grubbs, (a) op. cit., (Ref. 13), SP9; (b) J. Am. Chem. Soc., 2001, 123, 749 [Google Scholar]
  31. J. Louie, R. H. Grubbs, Angew. Chem., Int. Ed., 2001, 40, 247 [Google Scholar]
  32. S. B. Garber, J. S. Kingsbury, B. L. Gray, A. H. Hoveyda, J. Am. Chem. Soc., 2000, 122, 8168 [Google Scholar]
  33. S. Randl, S. Gessler, H. Wakamatsu, S. Blechert, Synlett, 2001, 3, 430 [Google Scholar]
  34. S. T. Nguyen, R. H. Grubbs, J. Organomet Chem., 1995, 497, 195 [Google Scholar]
  35. H. Beerens, F. Verpoort, L. Verdonck, J. Mol Catal. A: Chem., 2000, 151, 279 [Google Scholar]
  36. T. Opstal, K. Melis, F. Verpoort, op. cit., (Ref. 13), P19
  37. B. De Clercq, F. Verpoort, op. cit., (Ref. 13), P18
  38. S. Sole, H. Gornitzka, W. W. Scheoller, D. Bourissou, G. Bertrand, Science, 2001, 292, (5523), 1901 [Google Scholar]
/content/journals/10.1595/003214001X454155163
Loading
/content/journals/10.1595/003214001X454155163
Loading

Data & Media loading...

  • Article Type: Research Article
This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error
Please enter a valid_number test