Ruthenium complexes containing butatrienylidene and related ligands: synthesis, characterisation and chemistry

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

Michael I. Bruce, Peter Hinterding, Paul J. Low, Brian W. Skelton and Allan H. White


Abstract

The reaction of buta-1,3-diyne with [Ru(thf[hair space])(PPh3)2(η-C5H5)]+ (thf = tetrahydrofuran) to give [Ru(C[double bond, length half m-dash]C[double bond, length half m-dash]C[double bond, length half m-dash]CH2)(PPh3)2(η-C5H5)]+ has been studied. This complex adds nucleophiles at Cγ, as expected from theory and consideration of the protection afforded to Cα by the bulky PPh3 ligands. The products were alkenylethynyl complexes (from aprotic nucleophiles) or methylallenylidene complexes (from protic nucleophiles, with H migration to Cδ). With water, the complex [Ru{C[triple bond, length half m-dash]CC(O)Me}(PPh3)2(η-C5H5)] is formed. The single-crystal structures of [Ru{C[double bond, length half m-dash]C[double bond, length half m-dash]CMe(X)}(PPh3)2(η-C5H5)][PF6] (X = NPh2 or C4H3NMe-2) and [Ru(C[triple bond, length half m-dash]CCH[double bond, length half m-dash]CHCl-trans)(PPh3)2(η-C5H5)] have been determined.


References

  1. M. I. Bruce, Chem. Rev., 1991, 91, 197 CrossRef CAS; H. Werner, Nachr. Chem. Tech. Lab., 1992, 40, 435 CrossRef; J. Organomet. Chem., 1994, 475, 45 Search PubMed.
  2. C. Bianchini, M. Peruzzini and P. Frediani, J. Am. Chem. Soc., 1991, 113, 5453 CrossRef CAS.
  3. Y. Wakatsuki, H. Yamazaki, N. Kumegawa and P. S. Johar, Bull. Chem. Soc. Jpn., 1993, 66, 987 CrossRef CAS; Y. Wakatsuki, H. Yamazaki, N. Kumegawa, T. Satoh and J. Y. Satoh, J. Am. Chem. Soc., 1991, 113, 9604 CrossRef.
  4. B. M. Trost and R. J. Kulawiec, J. Am. Chem. Soc., 1992, 114, 5579 CrossRef CAS; B. M. Trost, G. Dyker and R. J. Kulawiec, J. Am. Chem. Soc., 1990, 112, 7809 CrossRef.
  5. H. Werner, Chem. Commun., 1997, 903 RSC; H. Le Bozec and P. H. Dixneuf, Izv. Akad. Nauk, Ser. Khim., 1995, 5, 827 Search PubMed; Russ. Chem. Bull., 1995, 44, 801 Search PubMed; Chem. Abstr., 1996, 124, 29802c Search PubMed; R. Aumann, B. Jasper and R. Frohlich, Organometallics, 1994, 13, 3173 Search PubMed and refs. therein.
  6. D. Touchard, P. Haquette, A. Daridor, L. Toupet and P. H. Dixneuf, J. Am. Chem. Soc., 1994, 116, 11 157 CrossRef CAS.
  7. R. W. Lass, P. Steinert, J. Wolf and H. Werner, Chem. Eur. J., 1996, 2, 19 CrossRef CAS.
  8. G. Roth and H. Fischer, Organometallics, 1996, 15, 5766 CrossRef CAS.
  9. J. R. Lomprey and J. P. Selegue, Organometallics, 1993, 12, 616 CrossRef CAS.
  10. N. M. Kostic and R. F. Fenske, Organometallics, 1982, 1, 974 CrossRef CAS; B. E. R. Schilling, R. Hoffmann and D. L. Lichtenberger, J. Am. Chem. Soc., 1979, 101, 585 CrossRef.
  11. C. Kelley, N. Lugan, M. R. Terry, G. L. Geoffroy, B. S. Haggerty and A. L. Rheingold, J. Am. Chem. Soc., 1992, 114, 6735 CrossRef CAS.
  12. D. Touchard, N. Pirio and P. H. Dixneuf, Organometallics, 1995, 14, 4920 CrossRef CAS.
  13. T. Braun, P. Meuer and H. Werner, Organometallics, 1996, 15, 4075 CrossRef CAS; T. Braun, P. Steinert and H. Werner, J. Organomet. Chem., 1995, 488, 169 CrossRef.
  14. V. Cadierno, M. P. Gamasa, J. Gimeno, M. González-Cueva, E. Lastra, J. Borge, S. García-Granda and E. Pérez-Carreño, Organometallics, 1996, 15, 2137 CrossRef CAS; V. Cadierno, M. P. Gamasa, J. Gimeno, E. Lastra, J. Borge and S. García-Granda, Organometallics, 1994, 13, 745 CrossRef; V. Cadierno, M. P. Gamasa, J. Gimeno and E. Lastra, J. Organomet. Chem., 1994, 474, C27 CrossRef.
  15. G. Jia, H. P. Xia, W. F. Wu and W. S. Ng, Organometallics, 1996, 15, 3634 CrossRef CAS.
  16. M. I. Bruce, M. Ke and P. J. Low, Chem. Commun., 1996, 2405 RSC; M. I. Bruce, P. J. Low, A. Werth, B. W. Skelton and A. H. White, J. Chem. Soc., Dalton Trans., 1996, 1551 RSC; M. I. Bruce, B. W. Skelton, A. H. White and N. N. Zaitseva, J. Chem. Soc., Dalton Trans., 1996, 3151 RSC.
  17. M. I. Bruce, N. N. Zaitseva, B. W. Skelton and A. H. White, J. Cluster Sci., 1996, 7, 109 CrossRef CAS; Polyhedron, 1995, 14, 2647 CrossRef; Inorg. Chim. Acta, 1996, 250, 129 CrossRef; M. I. Bruce, B. W. Skelton, A. H. White and N. N. Zaitseva, Aust. J. Chem., 1996, 49, 155 CrossRef.
  18. M. I. Bruce, P. Hinterding, P. J. Low, B. W. Skelton and A. H. White, Chem. Commun., 1996, 1009 RSC; M. I. Bruce, P. Hinterding, M. Ke, P. J. Low, B. W. Skelton and A. H. White, Chem. Commun., 1997, 715 RSC.
  19. C. J. Adams, M. I. Bruce, B. W. Skelton and A. H. White, Chem. Commun., 1996, 2661 Search PubMed.
  20. M. I. Bruce, P. Hinterding, E. R. T. Tiekink, B. W. Skelton and A. H. White, J. Organomet. Chem., 1993, 450, 209 CrossRef CAS.
  21. M. I. Bruce, L. I. Denisovich, P. J. Low, S. M. Peregudova and N. A. Ustynyuk, Mendeleev Commun., 1996, 200 CrossRef CAS.
  22. A. Davison and J. P. Selegue, J. Am. Chem. Soc., 1978, 100, 7763 CrossRef CAS.
  23. M. I. Bruce, C. Hameister, A. G. Swincer and R. C. Wallis, Inorg. Synth., 1982, 21, 78 CrossRef CAS; 1990, 28, 270.
  24. L. Brandsma, Preparative Acetylene Chemistry, Elsevier, Amsterdam, 2nd edn., 1988, p. 203 Search PubMed.
  25. S. R. Hall and J. M. Stewart(Editors), XTAL Users' Manual, Version 3.0, Universities of Western Australia and Maryland, 1990 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.