Synthesis and structural systematics of mixed triphenylphosphine/imidazole base adducts of silver(I) oxyanion salts †

Abstract

From the interaction between imidazole-type ligands B and [Ag(PPh₃)₄]X (X = NO₃, BF₄, ClO₄ or CF₃CO₂), [Ag(PCy₃)₂(NO₃)] and [Ag(PPh₃)X)] (X = NO₂ or CH₃SO₃), new ionic mononuclear [Ag(PR₃)_4 – n(B)_n]⁺[X]^– (R = Ph or Cy) and neutral mono- ([Ag(PR₃)_3 – n(B)_n(X)]) and di-nuclear ([{Ag(PPh₃)(B)(µ-X)}₂]) complexes have been obtained which have been characterized through elemental analysis, IR and far-IR, conductivity, ¹H NMR and in some cases also by vaporimetric molecular weight measurements and ³¹P NMR. Stoichiometries and molecular structures are dependent on the nature of the azole (steric hindrance and basicity), of the counter ion, and on the number of the P-donor ligands in the starting reactants. Solution data are consistent with a partial dissociation of complexes, occurring through breaking of both Ag–N and Ag–P bonds. The majority of the possible Ph₃P/imidazole base combinations have been characterized structurally by room-temperature single crystal X-ray studies, thus: [Ag(PPh₃)₃(4-Ph-im)]NO₃ (4-Ph-im = 4-phenylimidazole), [Ag(PPh₃)₂B₂]NO₃ for B = imidazole (Him) or 2-methyl-imidazole (2-Me-im), [Ag(PPh₃)(2-Me-im)₃][CF₃CO₂], [Ag(PPh₃)₂(2-Me-im)(O₂NO)], [{Ag(PPh₃)(1-Me-im)(µ-OSOCH₃O)}₂] and [{Ag(PPh₃)(Him)(µ-ONO)}₂]; the latter is a mixture of isomers in which one or both oxygen atoms of the anions interact with silver atoms. In the methanesulfonate complex the interactions of the anions with the silver may be regarded as a perturbation on a proto-linear P–Ag–N array (Ag–P,N 2.3662(6), 2.189(1) Å; P–Ag–N 144.28(6)°).

References

1. C. Pettinari, F. Marchetti, A. Cingolani, S. I. Troyanov and A. Drozdov, Polyhedron, 1998, 17, 1677.
2. A. Cingolani, A. Lorenzotti, D. Leonesi and F. Bonati, Gazz. Chim. Ital., 1981, 111, 243; Inorg. Chim. Acta, 1984, 81, 127; A. Lorenzotti, A. Cingolani, D. Leonesi and F. Bonati, Inorg. Chim. Acta, 1984, 89, 113.
3. C. Pettinari, F. Marchetti, A. Cingolani and S. Bartolini, Polyhedron, 1996, 15, 1263; C. Pettinari, F. Marchetti, M. Pellei, A. Cingolani, L. Barba and A. Cassetta, J. Organomet. Chem., 1996, 515, 119; C. Pettinari, M. Pellei, M. Miliani, A. Cingolani, A. Cassetta, L. Barba, A. Pifferi and E. Rivarola, J. Organomet. Chem., 1998, 553, 345; C. Pettinari, M. Pellei, F. Marchetti, C. Santini and M. Miliani, Polyhedron, 1998, 17, 561.
4. C. Pettinari, A. Lorenzotti, G. Sclavi, A. Cingolani, E. Rivarola, M. Colapietro and A. Cassetta, J. Organomet. Chem., 1995, 496, 69.
5. G. Gioia Lobbia, P. Cecchi, R. Spagna, M. Colapietro, A. Pifferi and C. Pettinari, J. Organomet. Chem., 1995, 485, 53.
6. G. A. Ardizzoia, M. A. Angaroni, G. La Monica, F. Cariati, M. Moret and N. Masciocchi, J. Chem. Soc., Chem. Commun., 1990, 1021; M. K. Ehlert, S. J. Rettig, A. Storr, R. C. Thompson and J. Trotter, Can. J. Chem., 1990, 68, 1444; R. G. Raptis, H. H. Murray and J. P. Fackler, Jr., Inorg. Chem., 1998, 27, 26; M. K. Ehlert, A. Storr and R. C. Thompson, Can. J. Chem., 1992, 70, 2161; B. Bovio, F. Bonati and G. Banditelli, Inorg. Chim. Acta, 1984, 87, 25; N. Masciocchi, M. Moret, P. Cariati, A. Sironi, G. A. Ardizzoia and G. La Monica, J. Am. Chem. Soc., 1994, 116, 7668.
7. M. R. Malachowski, J. Carden, M. G. Davidson, W. L. Driessen and J. Reedijk, Inorg. Chim. Acta, 1997, 257, 59; M. Hvastijova, J. Kohout, J. Kozisek, L. Jager and I. Svoboda, Monogr. Ser. Int. Conf. Coord. Chem., 1997, 3, 159; K. K. Y. Mohammed and J. Mathew, Indian J. Chem. A: Inorg. Bio-inorg., Phys. Theor. Anal. Chem., 1997, 36, 303.
8. K. D. Karlin and J. Zubieta(Editors), Biological and Inorganic Copper Chemistry, Adenine Press, New York, 1986; H. B. Gray and E. I. Solomon, in Copper Proteins, ed. T. G. Spiro, Wiley Interscience, New York, 1981, ch. 1; Metal Ions in Biological Systems, ed. H. Siegel, Marcel Dekker, New York, 1973, vol. 13.
9. See for example: C. Pettinari, F. Marchetti, R. Polimante, A. Cingolani, G. Portalone and M. Colapietro, Inorg. Chim. Acta, 1996, 249, 215 and refs. therein C. Pettinari, G. Gioia Lobbia, G. Sclavi, D. Leonesi, M. Colapietro and G. Portalone, Polyhedron, 1995, 14, 1709 and refs. therein.
10. H. Schmidbaur, A. Mair, G. Muller, J. Lachmann and S. Gamper, Z. Naturforsch., 1991, 465, 912; K. Nomiya, K. Tsuda, Y. Tanabe and H. Nagano, J. Inorg. Biochem., 1998, 69, 9; K. Nomiya, K. Tsuda, T. Sudoh and M. Oda, J. Inorg. Biochem., 1997, 68, 39; W. McFarlane, P. D. Akrivos, P. Aslanidis, P. Karagiannidis, C. Hatzisymeon, M. Numan and S. Kokkou, Inorg. Chim. Acta, 1998, 281, 121; I. Segalas and A. L. Beauchamp, Can. J. Chem., 1992, 70, 943; D. Reinoso Lopez, J. Inorg. Biochem., 1994, 54, 21; J. F. Modder, B. De Klerk-Engels, A. H. Ankersmit, K. Vrieze and G. Van Koten, New J. Chem., 1991, 15, 919; T. K. Misra, D. Das and C. Sinha, Polyhedron, 1997, 16, 4163; D. Das, T. K. Misra and C. Sinha, Transition Met. Chem., 1998, 23, 73; R. H. P. Francisco, Y. P. Mascarehnas and J. R. Lechat, Acta Crystallogr., Sect. B, 1979, 35, 177; J. S. Casas, E. G. Martinez, A. Sanchez, A. Sanchez Gonzalez, J. Sordo, U. Casellato and R. Graziani, Inorg. Chim. Acta, 1996, 241, 117.
11. E. Buchner and M. Fritsch, Ber. Bunseges. Phys. Chem., 1893, 20, 256.
12. S. Maki and Y. Takaya, Pat. Jpn. Kokai Tokkyo Koho, 1994, JP 06295042 A2 (Chem. Abstr., 1997, 122, 11878); G. Xue, J. Dong and Y. Sun, Langmuir, 1994, 10, 1477; S. Hirabayashi, Y. Kaneko and I. Sakata, Pat. Jpn. Kokai Tokkyo Koho, 1991, JP 03148649 (Chem. Abstr., 1997, 116, 48795); K. Morimoto, Pat. Jpn. Kokai Tokkyo Koho, 1997, JP 09114063 (Chem. Abstr., 1998, 127, 42124).
13. S. J. Berners-Price and P. J. Sadler, Coord. Chem. Rev., 1990, 15, 1; S. J. Berners-Price, R. K. Johnson, A. J. Giovenella, L. F. Faucette, C. K. Mirabelli and P. J. Sadler, J. Inorg. Biochem., 1988, 33, 285; S. J. Berners-Price, D. Collier, M. A. Mazid, P. J. Sadler, R. E. Sue and D. Wilkie, Met. Based Drugs, 1995, 2, 111.
14. A. S. Craig, R. Kataki, D. Parker, H. Adams, N. Bailey and H. Schneider, J. Chem. Soc., Chem. Commun., 1989, 1870; A. S. Craig, R. Kataki, R. C. Matthews, D. Parker, G. Ferguson, A. Lough, H. Adams, N. Bailey and H. Schneider, J. Chem. Soc., Perkin Trans. 2, 1990, 1523.
15. C. Santini, G. Gioia Lobbia, C. Pettinari, M. Pellei, G. Valle and S. Calogero, Inorg. Chem., 1998, 37, 890; C. Santini, G. Gioia Lobbia, M. Pellei, C. Pettinari, G. Valle and S. Calogero, Inorg. Chim. Acta, 1998, 282, 1; C. Santini, C. Pettinari, G. Gioia Lobbia, D. Leonesi, G. Valle and S. Calogero, Polyhedron, 1998, 17, 3201; Effendy, G. Gioia Lobbia, C. Pettinari, C. Santini, B. W. Skelton and A. H. White, J. Chem. Soc., Dalton Trans., 1998, 2739; L. M. Engelhardt, P. C. Healy, J. D. Kildea and A. H. White, Aust. J. Chem., 1989, 42, 907; S. Gotsis, L. M. Engelhardt, P. C. Healy, J. D. Kildea and A. H. White, Aust. J. Chem., 1989, 42, 923.
16. F. Bonati, A. Burini, B. R. Pietroni and B. Bovio, J. Organomet. Chem., 1989, 375, 147.
17. A. B. P. Lever, E. Mantovani and B. S. Ramaswamy, Can. J. Chem., 1971, 49, 1957.
18. G. B. Deacon and R. J. Phillips, Coord. Chem. Rev., 1980, 33, 227.
19. M. R. Rosenthal, J. Chem. Educ., 1973, 50, 331.
20. M. A. Hitchman and G. L. Rowbottom, Coord. Chem. Rev., 1982, 42, 55; F. S. Stephens, J. Chem. Soc. A, 1969, 2081; A. Meyer, A. Gleyzes, J. J. Girerd, M. Verdaguer and O. Kahn, Inorg. Chem., 1982, 21, 1729; K. Nakamoto, Infrared and Raman Spectra of Inorganic Coordination Compounds, Wiley-Interscience, New York, 4th edn., 1986, p. 286; F. Jiang, R. R. Conry, L. Bubacco, Z. Tyeklar, R. R. Jacobson, K. D. Karlin and J. Peisach, J. Am. Chem. Soc., 1993, 115, 2093.
21. G. A. Lawrance, Chem. Rev., 1986, 86, 17.
22. L.-J. Baker, G. A. Bowmaker, D. Camp, Effendy, P. C. Healy, H. Schmidbaur, O. Steigelmann and A. H. White, Inorg. Chem., 1992, 31, 3656.
23. E. L. Muetterties and C. W. Alegranti, J. Am. Chem. Soc., 1972, 94, 6386; M. Barrow, H.-B. Burgi, M. Camalli, F. Caruso, E. Fischer, L. M. Venanzi and L. Zambonelli, Inorg. Chem., 1983, 22, 2356; S. M. Socol, R. A. Jacobson and J. G. Verkade, Inorg. Chem., 1984, 23, 88; G. A. Bowmaker, Effendy, P. J. Harvey, P. C. Healy, B. W. Skelton and A. H. White, J. Chem. Soc., Dalton Trans., 1996, 2449.
24. P. F. Barron, J. C. Dyason, P. C. Healy, L. M. Engelhardt, B. W. Skelton and A. H. White, J. Chem. Soc., Dalton Trans., 1986, 1965.
25. G. A. Bowmaker, Effendy, R. D. Hart, J. D. Kildea, E. N. de Silva, B. W. Skelton and A. H. White, Aust. J. Chem., 1997, 50, 539.
26. L. M. Engelhardt, C. Pakawatchai, A. H. White and P. C. Healy, J. Chem. Soc., Dalton Trans., 1985, 125.
27. Effendy, J. D. Kildea and A. H. White, Aust. J. Chem., 1997, 50, 587.
28. Y. Huahui, Z. Lansu, Z. Pang and Z. Qianer, Jiegou Huaxue, 1990, 9, 137; Effendy and A. H. White, unpublished work.
29. M. Camalli and F. Caruso, Inorg. Chim. Acta, 1988, 144, 205.
30. F. A. Cotton and D. M. L. Goodgame, J. Chem. Soc., 1960, 5267.
31. S. R. Hall, G. S. D. King and J. M. Stewart(Editors), The Xtal 3.4 User's Manual, University of Western Australia, Lamb, Perth, 1995.