Iron–carbene functionalities supported by a macrocyclic ligand: iron–carbon double bond stabilized by tetramethyldibenzotetraazaannulene

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Alain Klose, Euro Solari, Carlo Floriani, Nazzareno Re, Angiola Chiesi-Villa and Corrado Rizzoli


Abstract

We report an unprecedented entry to the chemistry of the iron–carbene functionality supported by an easily available macrocycle.


References

  1. Transition Metal Carbene Complexes, VCH, Weinheim, 1983 Search PubMed; W. D. Wulff, in Advances in Metal–Organic Chemistry, ed. L. S. Liebeskind, Jay, London, vol. 1, 1989, pp. 209 Search PubMed; J. W. Herndon, S. U. Tumer, L. A. McMullen, J. J. Matasi and W. F. K. Schnatter, in Advances in Metal–Organic Chemistry, ed. L. S. Liebeskind, Jay, London, vol. 3, 1994, pp. 51–95 Search PubMed; Comprehensive Organometallic Chemistry, ed. G. Wilkinson, F. G. A. Stone and E. W. Abel, Pergamon, Oxford, vol. 12, 1995, ch. 5.1–5.5 Search PubMed.
  2. (a) D. Mansuy, M. Lange, J. C. Chottard, J. F. Bartoli, B. Chevrier and R. Weiss, Angew. Chem., 1978, 90, 828 CrossRef CAS; (b) P. J. Brothers and J. P. Collman, Acc. Chem. Res., 1986, 19, 209 CrossRef CAS; (c) D. Mansuy, Pure Appl. Chem., 1987, 59, 759 CrossRef CAS; (d) I. Artaud, N. Gregoire, J.-P. Battioni, D. Dupre and D. Mansuy, J. Am. Chem. Soc., 1988, 110, 8714 CrossRef CAS; (e) I. Artaud, N. Gregoire, P. Leduc and D. Mansuy, J. Am. Chem. Soc., 1990, 112, 6899 CrossRef CAS; (f) D. Mansuy and J. P. Mahy, in Metalloporphyrins Catalyzed Oxidations, ed. F. Montanari and L. Casella, Kluwer, Dordrecht, 1994, p. 175 Search PubMed.
  3. J. P. Collman, P. J. Brothers, L. McElwee-White, E. Rose and L. J. Wright, J. Am. Chem. Soc., 1985, 107, 4570 CrossRef CAS; J. P. Collman, P. J. Brothers, L. McElwee-White and E. Rose, J. Am. Chem. Soc., 1985, 107, 6110 CrossRef CAS.
  4. H. Brand and J. Arnold, Coord. Chem. Rev., 1995, 140, 137 CrossRef CAS; T. Aida and S. Inoue, Acc. Chem. Res., 1996, 29, 39 CrossRef CAS.
  5. J. P. Collman, L. S. Hegedus, J. R. Norton and R. G. Finke, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, CA, 1987 Search PubMed.
  6. (a) T. Boschi, S. Licoccia, R. Paolesse and P. Tagliatesta, Organometallics, 1989, 8, 330 CrossRef CAS; (b) J.-P. Djukic, D. A. Smith, V. G. Young, Jr. and L. K. Woo, Organometallics, 1994, 13, 3020 CrossRef CAS.
  7. Some leading references to the use of [tmtaa]2– as an ancillary ligand in the organometallic chemistry of the early transition metals are: (a) C. H. Jang, J. A. Ladd and V. L. Goedken, J. Coord. Chem., 1988, 18, 317; (b) S. De Angelis, E. Solari, E. Gallo, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Inorg. Chem., 1992, 31, 2520 CrossRef CAS; (c) L. Giannini, E. Solari, C. Floriani, A. Chiesi-Villa and C. Rizzoli, Angew. Chem., Int. Ed. Engl., 1994, 33, 2204 CrossRef; (d) L. Giannini, E. Solari, S. De Angelis, T. R. Ward, C. Floriani, A. Chiesi-Villa and C. Rizzoli, J. Am. Chem. Soc., 1995, 117, 5801 CrossRef CAS; (e) D. G. Black, D. C. Swenson and R. F. Jordan, Organometallics, 1995, 14, 3539 CrossRef CAS; (f) H. Schumann, Inorg. Chem., 1996, 35, 1808 CrossRef CAS; (g) G. I. Nikonov, A. J. Blake and P. Mountford, Inorg. Chem., 1997, 36, 1107 CrossRef CAS.
  8. (a) V. L. Goedken, J. J. Pluth, S. M. Peng and B. Bursten, J. Am. Chem. Soc., 1976, 98, 8014 CrossRef CAS; (b) M. C. Weiss, B. Bursten, S. M. Peng and V. L. Goedken, J. Am. Chem. Soc., 1976, 98, 8021 CrossRef CAS; (c) V. L. Goedken, S. M. Peng, J. A. Molin-Norris and Y. Park, J. Am. Chem. Soc., 1976, 98, 8391 CrossRef CAS; (d) M. C. Weiss and V. L. Goedken, Inorg. Chem., 1979, 18, 819 CrossRef CAS; (e) P. Berno, C. Floriani, A. Chiesi-Villa and C. Guastini, J. Chem. Soc., Dalton Trans., 1988, 1409 RSC; (f) P. Berno, C. Floriani, A. Chiesi-Villa and C. Guastini, J. Chem. Soc., Dalton Trans., 1989, 551 RSC.
  9. P. E. Riley, R. E. Davis, N. T. Allison and W. M. Jones, Inorg. Chem., 1982, 21, 1321 CrossRef CAS; D. Bauer, P. Härter and E. Herdtweck, J. Chem. Soc., Chem. Commun., 1991, 829 RSC.
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