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Metal Cluster Terminated “Molecular Wires”

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The gold complexes Au(C≡CC6H4C≡CC6H4Me)(PPh3) (3) and {Au(PPh3)}2(μ-C≡CC6H4C≡CC6H4C≡CC6H4C≡C) (6), prepared from the reaction of AuCl(PPh3) with the corresponding terminal or trimethylsilyl protected alkynes, react readily with Ru3(CO)10(μ-dppm) to afford phenylene ethynylene derivatives featuring the Ru3(μ-AuPPh3)(μ-C2R)(CO)7 cluster “end-caps”. The hydrido cluster Ru3(μ-H)(μ-C2C6H4C≡CC6H4Me)(CO)7 (4a) has also been obtained. There are significant differences in the absorption spectra of the organic precursors, the gold complexes and the clusters indicate a mixing of electronic states between the cluster and phenylene ethynylene moieties, while the presence of the Ru3 and in particular Ru3(μ-AuPPh3) cluster end-caps leads to a quenching of the phenylene ethynylene centred emission. The crystallographically determined structures of 3, 4a and Ru3(μ-AuPPh3) (μ-C2C6H4C≡CC6H4Me)(CO)7 (4b) are reported.

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References

  1. (a) C. Joachim, J. K. Gimzewski, and A. Aviram (2000). Nature 408, 541; (b) J. M. Tour (2000). Acc. Chem. Res. 33, 791; (c) M. D. Ward (2001). J. Chem. Educ. 78, 321; (d) U. H. F. Bunz (2000). Chem. Rev. 100, 1605; (e) P. F. H. Schwab, M. D. Levin and J. Michl (1999). Chem. Rev. 99, 1863

  2. (a) J. Lewis, M. S. Khan, A. K. Kakkar, B. F. G. Johnson, T. B. Marder, H. B. Fyfe, F. Wittmann, R. H. Friend, and A. E. Dray (1992). J. Organomet. Chem. 425, 165; (b) M. S. Khan, A. K. Kakkar, N. J. Long, J. Lewis, P. Raithby, P. Nguyen, T. B. Marder, F. Wittmann, and R. H. Friend (1994). J. Mater. Chem. 4, 1227; (c) N. Chawdhury, A. Köhler, R. H. Friend, M. Younus, N. J. Long, P. R. Raithby, and J. Lewis (1998). Macromolecules 31, 722; (d) J. S. Wilson, A. Köhler, R. H. Friend, M. K. Al-Suti, M. R. A. Al-Mandhary, M. S. Khan, and P. R. Raithby (2000). J. Chem. Phys. 113, 7627; (e) C. A. Breen, J. R. Tischler, V. Buclovic, and T. M. Swager (2005). 17, 1981; (f) E. E. Silverman, T. Cadolaccia, X. M. Zhao, K. Y. Kim, K. Haskins-Glusac, and K. S. Schanze (2005). Coord. Chem. Rev. 249, 1491; (g) I. R. Whittall, A. M. McDonagh, M. G. Humphrey, and M. Samoc (1998). Adv. Organomet. Chem. 42, 291; I. R. Whittall, A. M. McDonagh, M. G. Humphrey, and M. Samoc (1999). Adv. Organomet. Chem. 43, 349

  3. (a) F. de Montigny, G. Argouarch, K. Costuas, J.-F. Halet, T. Roisnel, L. Toupet, and C. Lapinte (2005). Organometallics 24, 4558; (b) T. Weyland, K. Costuas, A. Mari, J.-F. Halet, and C. Lapinte (1998). Organometallics 17, 5569; (c) S. Le Stang, F. Paul, and C. Lapinte (2000). Organometallics 19, 1035; (d) S. Roué, S. Le Stang, L. Toupet, and C. Lapinte (2003). C.R. Chimie. 6, 353; (e) P. J. Low, R. L. Roberts, R. L. Cordiner, and F. Hartl (2005). J. Solid State Electrochem. 9, 717, and references therein

  4. (a) S. J. Davies, B. F. G. Johnson, J. Lewis, and P. R. Raithby (1991). J. Organomet. Chem. 414, C51; (b) B. F. G. Johnson, A. K. Kakkar, M. S. Khan, and J. Lewis (1991). J. Organomet. Chem. 409, C12; (c) M. S. Khan, S. J. Davies, A. K. Kakkar, D. Schwartz, B. Lin, B. F. G. Johnson, and J. Lewis (1992). J. Organomet. Chem. 424, 87; (d) M. S. Khan, A. K. Kakkar, S. L. Ingham, P. R. Raithby, J. Lewis, B. Spencer, F. Wittmann, and R. H. Friend (1994). J. Organomet. Chem. 472, 247; (e) S. J. Davies, B. F. G. Johnson, M. S. Khan, and J. Lewis (1991). J. Chem. Soc., Chem. Commun. 187; (f) R. P. Kingsborough and T. M. Swager (1999). Prog. Inorg. Chem. 48, 123; (g) W. Y. Wong (2005). J. Inorg. Organomet. Polym. Mater. 15, 197; (h) H. B. Fyfe, M. Mlekuz, D. Zargarian, N. J. Taylor, and T. B. Marder (1991). J. Chem. Soc., Chem. Commun. 188; (i) P. Nguyen, P. Gomez-Elipe, and I. Manners (1999). Chem. Rev. 99, 1515; (j) K. D. John and M. D. Hopkins (1999). Chem. Commun. 589

    Google Scholar 

  5. (a) R. D. Adams, T. Barnard, A. Rawlett, and J. M. Tour (1998). Eur. J. Inorg. Chem. 429 (b) J. F. Berry, F. A. Cotton, C. A. Murillo, and B. K. Roberts (2004). Inorg. Chem. 43, 2277 (c) T. Ren (2005). Organometallics 24, 4854 (d) V. W. W. Yam (2002). Acc. Chem. Res. 35, 555

  6. A. K. Smith, in E. W. Abel, F. G. A. Stone, and G. Wilkinson (eds.), Comprehensive Organometallic Chemistry, (2nd edn. Elsevier, Oxford, 1995), Vol. 7, Ch. 13

  7. Bruce M. I., Humphrey P. A., Horn E., Tiekink E. R. T., Skelton B. W. and White A. H. (1992). J. Organomet. Chem. 429: 207

    Article  CAS  Google Scholar 

  8. Bruce M. I., Zaitseva N. N., Skelton B. W. and White A. H. (2005). J. Organomet. Chem. 690: 3268

    Article  CAS  Google Scholar 

  9. Nguyen P., Yuan Z., Agocs L., Lesley G. and Marder T. B. (1994). Inorg. Chim. Acta 220: 289

    Article  CAS  Google Scholar 

  10. (a) A. K. Flatt, Y. Yao, F. Maya, and J. M. Tour (2004). J. Org. Chem. 69, 1752; (b) S. H. Chanteau and J. M. Tour (2003). J. Org. Chem. 68, 8750

  11. (a) F. Maya, A. K. Flatt, M. P. Stewart, D. E. Shen, and J. M. Tour (2004). Chem. Mater. 16, 2987; (b) C. Hortholary and C. Coudret (2003). J. Org. Chem. 68, 2167; (c) L. Jones, J. S. Schumm, and J. M. Tour (1997). J. Org. Chem. 62, 1388

  12. Lydon D. P., Porrès L., Beeby A., Marder T. B. and Low P. J. (2005). New J. Chem. 29: 972

    Article  CAS  Google Scholar 

  13. (a) G. Predieri, A. Tiripicchio, C. Vignali, and E. Sappa (1988). J. Organomet. Chem. 342, C33; (b) E. Sappa, G. Predieri, A. Tiripicchio, and C. Vignali (1989). J. Organomet. Chem. 378, 109; (c) G. Gervasio, R. Gobetto. P. J. King, D. Marbello, and E. Sappa (1998). Polyhedron 17, 2937; (d) M. I. Bruce, J. R. Hinchliffe, B. W. Skelton, and A. H. White (1995). J. Organomet. Chem. 495, 141

  14. Sheloumov A. M., Koridze A. A., Dolgushin F. M., Starikova Z. A., Ezernitskaya M. G., Petrovskii P. V. (2000). Russ. Chem. Bull., Int. Ed. 49: 1292

    Article  CAS  Google Scholar 

  15. (a) P. Braunstein, G. Predieri, A. Tiripicchio, and E. Sappa (1982). Inorg. Chim. Acta 63, 113; (b) M. I. Bruce, E. Horn, O. bin Shawkataly, and M. R. Snow (1985). J. Organomet. Chem. 280, 289

  16. Bruce M. I. and Duffy D. N. (1986). Aust. J. Chem. 39: 1697

    CAS  Google Scholar 

  17. Vicente J., Chicote M.-T., Abrisqueta M.-D., Jones P. G. (1997). Organometallics 16: 5628

    Article  CAS  Google Scholar 

  18. Beeby A., Findlay K. S., Low P. J. and Marder T. B. (2002). J. Am. Chem. Soc. 124:8280

    Article  CAS  Google Scholar 

  19. A. Beeby, K. Findlay, P. J. Low, T. B. Marder, P. Matousek, A. W. Parker, S. R. Rutter, and M. Towrie (2003). Chem. Commun. 2406

  20. Chao H.-Y., Lu W., Li Y., Chan M. C. W., Che C.-M., Cheung K.-K. Zhu N. (2002). J. Am. Chem. Soc. 124: 14696

    Article  CAS  Google Scholar 

  21. A. Beeby, unpublished work

  22. Bruce M. I., Nicholson B. K. and Williams M. L. (1989). Inorg. Synth. 26: 271

    Article  CAS  Google Scholar 

  23. Bruce M. I., Nicholson B. K. and bin Shawkataly O. (1989). Inorg. Synth. 26: 325

    Google Scholar 

  24. Clark H. C. and Dixon K. R. (1969). J. Am. Chem. Soc. 91:596

    Article  CAS  Google Scholar 

  25. Huang S. and Tour J. M. (1999). J. Org. Chem. 64: 8898

    Article  CAS  Google Scholar 

  26. SAINT V6.45, Bruker AXS, Madison, Wisconsin, USA, 2001

  27. SHELXTL, version 6.14, Bruker AXS, Madison, Wisconsin, USA, 2000

  28. Spek A. L. (2003). J. Appl. Cryst. 36: 7

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We thank One NorthEast for funding this work through the UIC Nanotechnology programme. WMK also gratefully acknowledges funding from the Human Resources Development in Science and Technology Programme, Ministry of Science, Technology and Innovation Malaysia. We thank Horiba-Jobin-Yvon for a loan of the 295 nm laser diodes use in the TCSPC work, and Dr J.C. Collings for a sample of 1-trimethylsilylethynyl-4-ethynyl benzene.

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  1. Department of Chemistry, University of Durham, South Rd, Durham, DH1 3LE, UK

    Wan M. Khairul, Laurent Porrès, David Albesa-Jové, Mark S. Senn, Michael Jones, Donocadh P. Lydon, Judith A. K. Howard, Andrew Beeby, Todd B. Marder & Paul J. Low

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  1. Wan M. Khairul
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  2. Laurent Porrès
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Correspondence to Paul J. Low.

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Dedicated to Professor B.F.G. Johnson, one of the pioneers of cluster chemistry, in recognition of his outstanding contributions to the field.

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Khairul, W.M., Porrès, L., Albesa-Jové, D. et al. Metal Cluster Terminated “Molecular Wires”. J Clust Sci 17, 65–85 (2006). https://doi.org/10.1007/s10876-005-0041-x

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