Skip to main content
Log in

Reaction of a bis(bimetallic)-supported butadiyndiyl ligand with terminal acetylenes

  • Published:
Journal of Cluster Science Aims and scope Submit manuscript

Abstract

The bis(bimetallic) diyndiyl complex [{Fe2(CO)6(μ-PPh2)}2(μ-C≡CC≡C)] reacts readily with terminal alkynes to give a number of products. One of these has been crystallographically and spectroscopically characterised, revealing facile insertion of a terminal alkyne into one metal-C σ-bond of the precursor to give a novel tetrametallic compound which features an extended “carbon-rich” ligand. The product is derived from a Fe–C bond cleavage reaction, coupled with C–C and C–P bond formation, and further illustrates the remarkable, and as yet poorly mapped, reactivity of C4 fragments on polymetallic frameworks.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Scheme 1

Similar content being viewed by others

References

  1. M. I. Bruce, P. J. Low (2004) Adv. Organomet. Chem. 50:179

    Article  CAS  Google Scholar 

  2. (a) S. Szafert, and J. A. Gladysz (2006). Chem. Rev. 106, PR1; (b) Q. L. Zheng, J. C. Bohling, T. B. Peters, A. C. Frisch, F. Hampel and J. A. Gladysz (2006). Chem. Eur. J. 12, 6486; (c) W. Mohr, J. Stahl, F. Hampel and J. A. Gladysz (2003). Chem. Eur. J. 9, 3324; (d) T. Bartik, B. Bartik, M. Brady, R. Dembinski and J. A. Gladysz (1996). Angew. Chem., Int. Ed. Engl. 35, 414

  3. (a) A. B. Antonova, M. I. Bruce, B. G. Ellis, M. Gaudio, P. A. Humphrey, M. Jevric, G. Melino, B. K. Nicholson, G. J. Perkins, B. W. Skelton, B. Stapleton, A. H. White, and N. N. Zaitseva (2004). Chem. Commun. 960; (b) M. I. Bruce, M. E. Smith, B. W. Skelton, and A. H. White (2001). J. Organomet. Chem. 637, 484

    Google Scholar 

  4. (a) F. Coat, F. Paul, C. Lapinte, L. Toupet, K. Costuas and J. F. Halet (2003). J. Organomet. Chem. 683, 368; (b) F. Coat and C. Lapinte (1996). Organometallics 15, 477

  5. A. Sakurai, M. Akita, Y. Moro-oka (1999) Organometallics 18:3241

    Article  CAS  Google Scholar 

  6. (a) M. I. Bruce, K. Costuas, T. Davin, B. G. Ellis, J. F. Halet, C. Lapinte, P. J. Low, M. E. Smith, B. W. Skelton, L. Toupet and A. H. White (2005). Organometallics 24, 3864; (b) M. I. Bruce, B. G. Ellis, P. J. Low, B. W. Skelton, and A. H. White (2003). Organometallics 22, 3184; (c) M. I. Bruce, P. J. Low, K. Costuas, J. F. Halet, S. P. Best, and G. A. Heath (2000). J. Am. Chem. Soc. 122, 1949

  7. (a) H. J. Jiao, K. Costuas, J. A. Gladysz, J. F. Halet, M. Guillemot, L. Toupet, F. Paul and C. Lapinte (2003). J. Am. Chem. Soc. 125, 9511; (b) M. Guillemot, L. Toupet, and C. Lapinte (1998). Organometallics 17, 1928; (c) F. Coat, M. A. Guillevic, L. Toupet, F. Paul and C. Lapinte (1997). Organometallics 16, 5988. (d) N. LeNarvor, L. Toupet, and C. Lapinte (1995) J. Am. Chem. Soc. 117, 7129

  8. (a) C. Herrmann, J. Neugebauer, J. A. Gladysz, and M. Reiher (2005). Inorg. Chem. 44, 6174; (b) R. Dembinski, T. Bartik, B. Bartik, M. Jaeger, and J. A. Gladysz (2000). J. Am. Chem. Soc. 122, 810; (c) F. Paul, W. E. Meyer, L. Toupet, H. J. Jiao, J. A. Gladysz, and C. Lapinte (2000). J. Am. Chem. Soc. 122, 9405; (d) M. Brady, W. Q. Weng, Y. L. Zhou, A. J. Amoroso, A. M. Arif, M. Bohme, G. Frenking, and J. A. Gladysz (1997). J. Am. Chem. Soc. 119, 775

  9. (a) S. Kheradmandan, K. Heinze, H. W. Schmalle, and H. Berke (1999). Angew. Chem. Int. Ed. 38, 2270; (b) K. Venkatesan, T. Fox, H. W. Schmalle, and H. Berke (2005). Organometallics 24, 2834; (c) F. J. Fernandez, K. Venkatesan, O. Blacque, M. Alfonso, H. W. Schmalle, and H. Berke (2003). Chem. Eur. J. 9, 6192

  10. (a) W. Y. Wong and C. L. Ho (2006). Coord. Chem. Rev. 250, 2627; (b) L. B. Gao, L. Y. Zhang, L. X. Shi, and Z. N. Chen (2005). Organometallics 24, 1678

  11. (a) T. Ren (2005). Organometallics 24, 4854; (b) G. L. Xu, C. Y. Wang, Y. H. Ni, T. G. Goodson and T. Ren (2005). Organometallics 24, 3247; (c) W. Z. Chen and T. Ren (2006). Inorg. Chem. 45, 9175

  12. (a) M. I. Bruce, N. N. Zaitseva and B. W. Skelton (2006). J. Organomet. Chem. 691, 759; (b) M. I. Bruce, B. W. Skelton, A. H. White and N. N. Zaitseva (2006). Organometallics 25, 4817; (c) M. I. Bruce, M. E. Smith, N. N. Zaitseva, B. W. Skelton, and A. H. White (2003). J. Organomet. Chem. 670, 170; (d) M. I. Bruce, B. W. Skelton, A. H. White, and N. N. Zaitseva (2003). J. Organomet. Chem. 683, 398; (e) A. B. Antonova, M. I. Bruce, P. A. Humphrey, M. Gaudio, B. K. Nicholson, N. Scoleri, B. W. Skelton, A. H. White, and N. N. Zaitseva (2006). J. Organomet. Chem. 691, 4694; (f) M. I. Bruce, N. N. Zaitseva, B. W. Skelton, and A. H. White (2005). J. Organomet. Chem. 690, 3268; (g) M. I. Bruce, K. A. Kramarczuk, N. N. Zaitseva, B. W. Skelton and A. H. White (2005). J. Organomet. Chem. 690, 1549

    Google Scholar 

  13. M. Akita, A. Sakurai, and Y. Moro-oka (1999). Chem. Commun. 101

  14. (a) G. H. Worth, B. H. Robinson, and J. Simpson (1992). Organometallics 11, 3863; (b) S. M. Elder, B. H. Robinson, and J. Simpson (1990). J. Organomet. Chem. 398, 165

  15. (a) A. Albinati, P. Leoni, L. Marchetti, and S. Rizzato (2003). Angew. Chem. Int. Ed. 42, 5990; (b) D. M. Norton, C. L. Stern, and D. F. Shriver (1994). Inorg. Chem. 2701; (c) R. J. Dellaca and B. R. Penfold (1971). Inorg. Chem. 10, 1269

  16. U. Rosenthal (2003). Angew. Chem. Int. Ed. 42, 1794

    Google Scholar 

  17. (a) M. I. Bruce (1997). Coord. Chem. Rev. 166, 91; (b) C. J. Adams, M. I. Bruce, J. F. Halet, S. Kahal, B. W. Skelton, and A. H. White (2001). J. Chem. Soc., Dalton Trans. 414;

  18. (a) M. Akita and Y. Moro-oka (1995). Bull. Chem. Soc. Jpn 68, 420; (b) M. Akita, M. C. Chung, M. Terada, M. Miyauti, M. Tanaka and M. Moro-oka (1998). J. Organomet. Chem. 565, 49; (c) M. Akita, S. Sugimoto, H. Hirakawa, S. Kato, M. Terada, M. Tanaka and Y. Moro-oka (2001). Organometallics 20, 1555; (d) M. Terada, G. Higashihara, A. Inagaki and M. Akita (2003). Chem. Commun. 2984; (e) M. Akita, A. Sakurai, M. C. and Chung, Y. Moro-oka (2003) J. Organomet. Chem. 670, 2; (f) M. Akita, H. Hirakawa, M. Tanaka and Y. Moro-oka (1995) J. Organomet. Chem. 485, C14; (g) M. Akita, S. Sugimoto, M. Tanaka and Y. Moro-oka (1992) J. Am. Chem. Soc. 114, 7582

  19. (a) C. S. Griffith, G. A. Koutsanonis, B. W. Skelton, and A. H. White (2002). Chem. Commun. 2174; (b) C. S. Griffith, G. A. Koutsantonis, B. W. Skelton, and A. H. White (2005). J. Organomet. Chem. 690, 3410; (c) C. S. Griffith, G. A. Koutsantonis, B. W. Skelton, and A. H. White (2005). Angew. Chem. Int. Ed. 44, 3038

    Google Scholar 

  20. W. Y. Lo, C. H. Lam, W. K. M. Fung, H. Z. Sun, V. W. W. Yam, D. Balcells, F. Maseras, and O. Eisenstein (2003). Chem. Commun. 1260

  21. (a) D. Osella, O. Gambino, C. Nervi, M. Ravera, and D. Bertolino (1993). Inorg. Chim. Acta 206, 155; (b) D. Osella, L. Milone, C. Nervi, and M. Ravera (1995). J. Organomet. Chem. 488, 1; (c) P. A. Brooksby, N. W. Duffy, A. J. McQuillan, B. H. Robinson, and J. Simpson (1999). J. Organomet. Chem. 582, 183; (d) M.-C. Chung, A. Sakurai, M. Akita, and Y. Moro-oka (1999). Organometallics 18, 4684; (e) M. Akita, M.-C. Chung, A. Sakurai, and Y. Moro-oka (2000). Chem. Commun. 1285; (f) S. B. Falloon, S. Szafert, A. M. Arif, and J. A. Gladysz (1998). Chem. Eur. J. 4, 1033; (g) S. B. Falloon, A. M. Arif, and J. A. Gladysz (1997). Chem. Commun. 629

  22. C. J. Adams, M. I. Bruce, E. Horn, B. W. Skelton, E. R. T. Tiekink, and A. H. White (1993). J. Chem. Soc., Dalton Trans. 3299

  23. C. J. Adams, M. I. Bruce, P. A. Humphrey, B. W. Skelton, A. H. White (2001) Aust. J. Chem. 54:325

    Article  CAS  Google Scholar 

  24. M. I. Bruce, P. J. Low, N. N. Zaitseva, S. Kahlal, J. F. Halet, B. W. Skelton, and A. H. White (2000). J. Chem. Soc., Dalton Trans. 2939

  25. P. J. Low, A. J. Carty, K. A. Udachin, and G. D. Enright (2001). Chem. Commun. 411

  26. C. J. Adams, M. I. Bruce, B. W. Skelton, and A. H. White (1993). J. Organomet. Chem. 450, C9

    Google Scholar 

  27. C. J. Adams, M. I. Bruce, E. Horn, and E. R. T. Tiekink (1992). J. Chem. Soc., Dalton Trans. 1157

  28. J. Cosier, A. M.Glazer (1986) J. Appl. Crystallogr. 19:105

    Article  CAS  Google Scholar 

  29. SMART V5.63, Data Collection software, Bruker Analytical X-ray Instruments Inc., Madison, WI, 2003

  30. SAINT V6.45A, Data Reduction Software, Bruker Analytical X-ray Instruments Inc., Madison, WI, 2003

  31. SHELXTL V6.12; Bruker analytical X-ray Instruments Inc., Madison, WI, 2001

Download references

Acknowledgments

VC was a visiting project student from the University of Wuerzburg, hosted in the PJL laboratory at the University of Durham. We thank the Universities of Wuerzburg and Durham for financial support of this work.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Paul J. Low.

Additional information

Dedicated to Professor Dieter Fenske, an inspirational pioneer of organometallic chemistry.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Colquhoun, V.P., Goeta, A.E. & Low, P.J. Reaction of a bis(bimetallic)-supported butadiyndiyl ligand with terminal acetylenes. J Clust Sci 18, 564–574 (2007). https://doi.org/10.1007/s10876-007-0113-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10876-007-0113-1

Keywords

Navigation