Metallosupramolecular silver complexes of bis- and tetrakis-(2-pyridylsulfanylmethyl)benzenes

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Chris M. Hartshorn and Peter J. Steel


Abstract

The three isomeric bis(2-pyridylsulfanylmethyl)benzenes and 1,2,4,5-tetrakis(2-pyridylsulfanylmethyl)benzene have been prepared by reactions of pyridine-2-thiol with the appropriate poly(bromomethyl)benzene, in the presence of triethylamine, in good yields. Each of these new ligands reacts with silver nitrate, in excellent yield, to give co-ordination complexes in which the ligands bridge two or more metal centres. The crystal structures of these complexes have been determined. The para-disubstituted isomer self-assembles into a M2L2 macrocyclic dimer. The other ligands form one-dimensional metallopolymers containing complex networks of interconnected macrocyclic rings. In the crystal packings π–π stacking interactions between aromatic rings are observed.


References

  1. C. M. Hartshorn and P. J. Steel, Angew. Chem., Int. Ed. Engl., 1996, 35, 2655 CrossRef.
  2. C. M. Hartshorn and P. J. Steel, Chem. Commun., 1997, 541 RSC.
  3. C. M. Hartshorn and P. J. Steel, Aust. J. Chem., 1997, 50, 1195 CrossRef CAS.
  4. C. M. Hartshorn and P. J. Steel, Organometallics, 1998, 17, 3487 CrossRef CAS.
  5. C. M. Hartshorn and P. J. Steel, Inorg. Chem., 1996, 35, 6902 CrossRef CAS.
  6. C. M. Hartshorn and P. J. Steel, preceding paper.
  7. E. S. Raper, Coord. Chem. Rev., 1997, 165, 475 CrossRef CAS.
  8. J. Vicente, M.-T. Chicote and C. Rubio, Chem. Ber., 1996, 129, 327 CAS; C. Vinas, P. Angles, G. Sanchez, N. Lucena, F. Teixidor, L. Escriche, J. Casabo, J. F. Piniella, A. Alvarez-Larena, R. Kivekas and R. Sillanpaa, Inorg. Chem., 1998, 37, 701 CrossRef CAS.
  9. S. G. Murray and F. R. Hartley, Chem. Rev., 1981, 81, 365 CrossRef CAS; A. Müller and E. Diemann, in Comprehensive Coordination Chemistry, eds. G. Wilkinson, R. D. Gillard and J. A. McCleverty, Pergamon, Oxford, 1987, vol. 2, p. 551 Search PubMed; H. A. Jenkins, S. J. Loeb and A. Malats i. Riera, Inorg. Chim. Acta, 1996, 246, 207 Search PubMed; J. Casabo, T. Flor, M. N. S. Hill, H. A. Jenkins, J. C. Lockhart, S. J. Loeb, I. Romero and F. Teixidor, Inorg. Chem., 1995, 34, 5410 CrossRef CAS; C. J. Mathews, W. Clegg, S. L. Heath, N. C. Martin, M. N. S. Hill and J. C. Lockhart, Inorg. Chem., 1998, 37, 199 CrossRef CAS.
  10. See, for example, J. R. Black, N. R. Chambers, W. Levason and G. Reid, J. Chem. Soc., Chem. Commun., 1995, 1277 Search PubMed.
  11. M. J. Hannon, C. L. Painting and W. Errington, Chem. Commun., 1997, 1805 RSC.
  12. R. J. Anderson and P. J. Steel, Acta Crystallogr., Sect. C, 1998, 54, 223 CrossRef.
  13. D. Braga, F. Grepioni and G. R. Desiraju, Chem. Rev., 1998, 98, 1375 CrossRef CAS; T. L. Hennigar, D. C. MacQuarrie, P. Losier, R. D. Rogers and M. J. Zaworotko, Angew. Chem., Int. Ed. Engl., 1997, 36, 972 CrossRef CAS; K. N. Power, T. L. Hennigar and M. J. Zaworotko, Chem. Commun., 1998, 595 RSC; P. J. Stang, Chem. Eur. J., 1998, 4, 19 CrossRef CAS.
  14. N. Furukawa, F. Takahashi, T. Kawai, K. Kishimoto, S. Ogawa and S. Oae, Phosphorus Sulphur, Relat. Elem., 1983, 16, 167 Search PubMed.
  15. L. M. Engelhardt, C. Pakawatchai, A. H. White and P. C. Healy, J. Chem. Soc., Dalton Trans., 1985, 117 RSC; S. Gotsis and A. H. White, Aust. J. Chem., 1987, 40, 1603 CAS; G. Smith, A. N. Reddy, K. A. Byriel and C. H. L. Kennard, Polyhedron, 1994, 13, 2425 CrossRef CAS and refs. therein.
  16. B. de Groot, H. A. Jenkins and S. J. Loeb, Inorg. Chem., 1992, 31, 203 CrossRef CAS; R. Alberto, W. Nef, A. Smith, T. A. Kaden, M. Neuburger, M. Zehnder, A. Frey, U. Abram and P. A. Schubiger, Inorg. Chem., 1996, 35, 3420 CrossRef CAS.
  17. C. V. K. Sharma, S. T. Griffin and R. D. Rogers, Chem. Commun., 1998, 215 RSC.
  18. See, for example, N. C. Baenziger and A. W. Struss, Inorg. Chem., 1976, 15, 1807 Search PubMed; J. P. Fackler, C. A. Lopez, R. J. Staples, S. Wang, R. E. Winpenny and R. P. Latimer, J. Chem. Soc., Chem. Commun., 1992, 146 CrossRef CAS; E. C. Constable, A. J. Edwards, G. R. Haire, M. J. Hannon and P. R. Raithby, Polyhedron, 1998, 17, 243 RSC.
  19. J. Dai, T. Kuroda-Sowa, M. Munakata, M. Maekawa, Y. Suenaga and Y. Ohno, J. Chem. Soc., Dalton Trans., 1997, 2363 RSC.
  20. C. J. Jones, Chem. Soc. Rev., 1998, 289 RSC.
  21. W. Wenner, J. Org. Chem., 1952, 17, 523 CrossRef CAS.
  22. J. T. Stapler and J. Bornstein, J. Heterocycl. Chem., 1973, 10, 983 CAS.
  23. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467 CrossRef.
  24. G. M. Sheldrick, SHELXL 93, University of Göttingen, 1993.
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