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.
Similar content being viewed by others
References
M. I. Bruce, P. J. Low (2004) Adv. Organomet. Chem. 50:179
(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
(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
(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
A. Sakurai, M. Akita, Y. Moro-oka (1999) Organometallics 18:3241
(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
(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
(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
(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
(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
(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
(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
M. Akita, A. Sakurai, and Y. Moro-oka (1999). Chem. Commun. 101
(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
(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
U. Rosenthal (2003). Angew. Chem. Int. Ed. 42, 1794
(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;
(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
(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
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
(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
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
C. J. Adams, M. I. Bruce, P. A. Humphrey, B. W. Skelton, A. H. White (2001) Aust. J. Chem. 54:325
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
P. J. Low, A. J. Carty, K. A. Udachin, and G. D. Enright (2001). Chem. Commun. 411
C. J. Adams, M. I. Bruce, B. W. Skelton, and A. H. White (1993). J. Organomet. Chem. 450, C9
C. J. Adams, M. I. Bruce, E. Horn, and E. R. T. Tiekink (1992). J. Chem. Soc., Dalton Trans. 1157
J. Cosier, A. M.Glazer (1986) J. Appl. Crystallogr. 19:105
SMART V5.63, Data Collection software, Bruker Analytical X-ray Instruments Inc., Madison, WI, 2003
SAINT V6.45A, Data Reduction Software, Bruker Analytical X-ray Instruments Inc., Madison, WI, 2003
SHELXTL V6.12; Bruker analytical X-ray Instruments Inc., Madison, WI, 2001
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
Corresponding author
Additional information
Dedicated to Professor Dieter Fenske, an inspirational pioneer of organometallic chemistry.
Rights 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
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10876-007-0113-1