Rationalization of the metal-ligand bonding in organotin(IV) complexes of anionic nitrogen heterocycles containing a thioketo exocyclic group. The case of 1-organyl-1H-tetrazole-5-thiones

Polyhedron

Volumn 16, Issue 23, 1997, Pages 4129-4135

  Jiménez Sandoval, Omar ^a   Cea Olivares, Raymundo ^a   Hernández Ortega, Simón ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

Organometallics; Tetrazole complexes; Tetrazole 5 thiones; Tin(IV) complexes

Indexed keywords

EID: 0039462092     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0277-5387(97)00168-X     Document Type: Article

References (68)

1. Raper, E. S., Coord. Chem. Rev., 1985, 61, 115.
2. Pérez-Lourido, P. A., García-Vázquez, J. A., Romero, J., Louro, M. S., Sousa, A., Chen, Q., Chang, Y. and Zubieta, J., J. Chem. Soc., Dalton Trans., 1996, 2047.
3. Nakatsu, Y., Nakamura, Y., Matsumoto, K. and Ooi, S., Inorg. Chim. Acta, 1992, 196, 81.
4. Block, E., Ofori-Okai, G., Kang, H., Wu, J. and Zubieta, J., Inorg. Chim. Acta, 1991, 190, 5.
5. Masaki, M. and Matsunami, S., Bull. Chem. Soc. Jpn., 1976, 49, 3274.
6. Mullins, F. P., J. Inorg. Nucl. Chem., 1979, 41, 463.
7. Domazetis, G., Magee, R. J., James, B. D. and Cashion, J. D., J. Inorg. Nucl. Chem., 1981, 43, 1351.
8. Zubieta, J. A. and Zuckermann, J. J., Prog. Inorg. Chem., 1978, 24, 251.
9. Masaki, M., Matsunami, S. and Ueda, H., Bull. Chem. Soc. Jpn., 1978, 51, 3298.
10. Damude, L. C., Dean, P. A. W., Manivannan, V., Srivastava, R. S. and Vittal, J. J., Can. J. Chem., 1990, 68, 1323.
11. (a) Bandoli, G., Dolmella, A., Peruzzo, V. and Plazzogna, G., J. Organomet. Chem., 1993, 452, 47;
12. (b) Valle, G., Sánchez González, A., Vettori, U. and Ettorre, R., J. Chem. Soc., Dalton Trans., 1989, 927;
13. (c) García Martínez, E., Sánchez González, A., Casas, J. S., Sordo, J., Valle, G. and Russo, U., J. Organomet. Chem., 1993, 453, 47.
14. Casas, J. S., Sánchez González, A., Sordo, J., García Barros, F. J. and Valle, G., Acta Crystallogr., Sect. C, 1995, 51, 633.
15. (a) Graziani, R., Peruzzo, V., Plazzogna, G. and Casellato, U., J. Organomet. Chem., 1990, 396, 19;
16. (b) García Martínez, E., Sánchez González, A., Casas, J. S., Sordo, J., Casellato, U. and Graziani, R., Inorg. Chim. Acta, 1992, 191, 75;
17. (c) García Martínez, E., Sánchez González, A., Casas, J. S., Sordo, J., Casellato, U., Graziani, R. and Russo, U., J. Organomet. Chem., 1993, 463, 91 ;
18. (d) Casas J. S., García Martínez, E., Sânchez González, A., Sordo, J., Casellato, U., Graziani, R. and Russo, U., J. Organomet. Chem., 1995, 493, 107;
19. (e) Casas, J. S., Castiñeiras, A., García Martínez, E., Sánchez González, A., Sordo, J., Vázquez López, E. M. and Russo, U., Polyhedron, 1996, 15, 891.
20. Valle, G., Ettorre, R., Vettori, U., Peruzzo, V. and Plazogna, G., J. Chem. Soc., Dalton Trans., 1987, 815.
21. Domazetis, G., James, B. D., Mackay, M. F. and Magee, R. J., J. Inorg. Nucl. Chem., 1979, 41, 1555.
22. Schmiedgen, R., Huber, F. and Preut, H., Acta Crystallogr., Sect. C, 1993, 49, 1735.
23. Bouâlam, M., Meunier-Piret, J., Biesernans, M., Willem, R. and Gielen, M., Inorg. Chim. Acta, 1992, 198-200, 249.
24. Dunn, P. and Oldfield, D., Aust. J. Chem., 1971, 24, 645.
25. Bhattacharya, S. N. and Raj, P., Indian J. Chem., Sect. A, 1978, 16, 337.
26. Bhattacharya, S. N., Saxena, A. K. and Raj, P., Indian J. Chem., Sect. A, 1982, 21, 141.
27. Deeth, R. J., Molloy, K. C., Mahon, M. F. and Whittaker, S., J. Organomet. Chem.. 1992, 430, 25.
28. Cea-Olivares, R., Jiménez-Sandoval, O., Espinosa-Pérez, G. and Silvestru, C., Polyhedron, 1994, 13, 2809.
29. Cea-Olivares, R., Jiménez-Sandoval, O., Espinosa-Pérez, G. and Silvestru, C., J. Organomet. Chem., 1994, 484, 33.
30. 3L as published in the literature during the course of our studies. However, in the present manuscript we use the data obtained from the X-ray determination performed by us (R. Cea-Olivares, O. Jiménez-Sandoval, S. Hernández-Ortega and C. Silvestru, unpublished results). Bravo, J., Cordero, M. B., Casas, J. S., Sánchez, A., Sordo, J., Castellano, E. E. and Zukerman-Schpector, J., J. Organomet. Chem., 1994, 482, 147.
31. 3L as published in the literature during the course of our studies. However, in the present manuscript we use the data obtained from the X-ray determination performed by us (R. Cea-Olivares, O. Jiménez-Sandoval, S. Hernández-Ortega and C. Silvestru, unpublished results). Bravo, J., Cordero, M. B., Casas, J. S., Sánchez, A., Sordo, J., Castellano, E. E. and Zukerman-Schpector, J., J. Organomet. Chem., 1994, 482, 147.
32. Huheey, J. E., Inorganic Chemistry, 3rd edn. p. 258, Harper & Row, New York (1983).
33. Schmiedgen, R., Huber, F. and Schürmann, M., Acta Crystallogr., Sect. C, 1994, 50, 391 ; Marsh, R. E., Acta Crystallogr., Sect. C, 1994, 50, 1713.
34. Schmiedgen, R., Huber, F. and Schürmann, M., Acta Crystallogr., Sect. C, 1994, 50, 391 ; Marsh, R. E., Acta Crystallogr., Sect. C, 1994, 50, 1713.
35. Tiekink, E. R. T., Main Group Met. Chem., 1992, 15, 161.
36. Dräger, M., Z. Anorg. Allg. Chem., 1981, 477, 154; Secco, A. and Trotter, J., Acta Crystallogr., Sect. C, 1983, 39, 451 ; Davies, A. G., Slater, S. D., Povey, D. C. and Smith, G. W., J. Organoment. Chem., 1988, 352, 283 ; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organomet. Chem., 1987, 325, 129; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organoment. Chem., 1989, 363, 45.
37. Dräger, M., Z. Anorg. Allg. Chem., 1981, 477, 154; Secco, A. and Trotter, J., Acta Crystallogr., Sect. C, 1983, 39, 451 ; Davies, A. G., Slater, S. D., Povey, D. C. and Smith, G. W., J. Organoment. Chem., 1988, 352, 283 ; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organomet. Chem., 1987, 325, 129; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organoment. Chem., 1989, 363, 45.
38. Dräger, M., Z. Anorg. Allg. Chem., 1981, 477, 154; Secco, A. and Trotter, J., Acta Crystallogr., Sect. C, 1983, 39, 451 ; Davies, A. G., Slater, S. D., Povey, D. C. and Smith, G. W., J. Organoment. Chem., 1988, 352, 283 ; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organomet. Chem., 1987, 325, 129; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organoment. Chem., 1989, 363, 45.
39. Dräger, M., Z. Anorg. Allg. Chem., 1981, 477, 154; Secco, A. and Trotter, J., Acta Crystallogr., Sect. C, 1983, 39, 451 ; Davies, A. G., Slater, S. D., Povey, D. C. and Smith, G. W., J. Organoment. Chem., 1988, 352, 283 ; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organomet. Chem., 1987, 325, 129; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organoment. Chem., 1989, 363, 45.
40. Dräger, M., Z. Anorg. Allg. Chem., 1981, 477, 154; Secco, A. and Trotter, J., Acta Crystallogr., Sect. C, 1983, 39, 451 ; Davies, A. G., Slater, S. D., Povey, D. C. and Smith, G. W., J. Organoment. Chem., 1988, 352, 283 ; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organomet. Chem., 1987, 325, 129; Bates, P. A., Hursthouse, M. B., Davies, A. G. and Slater, S. D., J. Organoment. Chem., 1989, 363, 45.
41. Dräger, M. and Guttmann, H. J., J. Organomet. Chem., 1981, 212, 171; Dräger, M. and Engler, R., Chem. Ber., 1975, 108, 17.
42. Dräger, M. and Guttmann, H. J., J. Organomet. Chem., 1981, 212, 171; Dräger, M. and Engler, R., Chem. Ber., 1975, 108, 17.
43. Dräger, M., J. Organomet. Chem., 1983, 251, 209; Swisher, R. G. and Holmes, R. R., Organometallics, 1984, 3, 365.
44. Dräger, M., J. Organomet. Chem., 1983, 251, 209; Swisher, R. G. and Holmes, R. R., Organometallics, 1984, 3, 365.
45. Cea-Olivares, R., Jiménez-Sandoval, O., Hernández-Ortega, S., Sánchez, M., Toscano, R. A. and Haiduc, I., Heteroatom Chem., 1995, 6, 89.
46. Bent, H. A., J. Chem. Educ., 1960, 37, 616; J. Chem. Phys., 1960, 33, 1258; Chem. Rev., 1961, 61, 275; Van Der Voorn, P. C. and Drago, R. S., J. Am. Chem. Soc., 1966, 88, 3255.
47. Bent, H. A., J. Chem. Educ., 1960, 37, 616; J. Chem. Phys., 1960, 33, 1258; Chem. Rev., 1961, 61, 275; Van Der Voorn, P. C. and Drago, R. S., J. Am. Chem. Soc., 1966, 88, 3255.
48. Bent, H. A., J. Chem. Educ., 1960, 37, 616; J. Chem. Phys., 1960, 33, 1258; Chem. Rev., 1961, 61, 275; Van Der Voorn, P. C. and Drago, R. S., J. Am. Chem. Soc., 1966, 88, 3255.
49. Bent, H. A., J. Chem. Educ., 1960, 37, 616; J. Chem. Phys., 1960, 33, 1258; Chem. Rev., 1961, 61, 275; Van Der Voorn, P. C. and Drago, R. S., J. Am. Chem. Soc., 1966, 88, 3255.
50. Rosenfield, S. G., Swedberg, S. A., Arora, S. K. and Mascharak, P. K., Inorg. Chem., 1986, 25, 2109; Latham, I. A., Leigh, G. J., Pickett, C. J., Huttner, G., Jibrill, I. and Zubieta, J., J. Chem. Soc., Dalton Trans., 1986, 1181; Rosenfield, S. G., Berends, H. P., Gelmini, L., Stephan, D. W. and Mascharak, P. K., Inorg. Chem., 1987, 26, 2792; Castro, R., García-Vázquez, J. A., Romero, J., Sousa, A., Castiñeiras, A., Hiller, W. and Strähle, J., Inorg. Chim. Acta, 1993, 211, 47; Mura, P. and Robinson, S. D., Inorg. Chem., 1995, 34, 978.
51. Rosenfield, S. G., Swedberg, S. A., Arora, S. K. and Mascharak, P. K., Inorg. Chem., 1986, 25, 2109; Latham, I. A., Leigh, G. J., Pickett, C. J., Huttner, G., Jibrill, I. and Zubieta, J., J. Chem. Soc., Dalton Trans., 1986, 1181; Rosenfield, S. G., Berends, H. P., Gelmini, L., Stephan, D. W. and Mascharak, P. K., Inorg. Chem., 1987, 26, 2792; Castro, R., García-Vázquez, J. A., Romero, J., Sousa, A., Castiñeiras, A., Hiller, W. and Strähle, J., Inorg. Chim. Acta, 1993, 211, 47; Mura, P. and Robinson, S. D., Inorg. Chem., 1995, 34, 978.
52. Rosenfield, S. G., Swedberg, S. A., Arora, S. K. and Mascharak, P. K., Inorg. Chem., 1986, 25, 2109; Latham, I. A., Leigh, G. J., Pickett, C. J., Huttner, G., Jibrill, I. and Zubieta, J., J. Chem. Soc., Dalton Trans., 1986, 1181; Rosenfield, S. G., Berends, H. P., Gelmini, L., Stephan, D. W. and Mascharak, P. K., Inorg. Chem., 1987, 26, 2792; Castro, R., García-Vázquez, J. A., Romero, J., Sousa, A., Castiñeiras, A., Hiller, W. and Strähle, J., Inorg. Chim. Acta, 1993, 211, 47; Mura, P. and Robinson, S. D., Inorg. Chem., 1995, 34, 978.
53. Rosenfield, S. G., Swedberg, S. A., Arora, S. K. and Mascharak, P. K., Inorg. Chem., 1986, 25, 2109; Latham, I. A., Leigh, G. J., Pickett, C. J., Huttner, G., Jibrill, I. and Zubieta, J., J. Chem. Soc., Dalton Trans., 1986, 1181; Rosenfield, S. G., Berends, H. P., Gelmini, L., Stephan, D. W. and Mascharak, P. K., Inorg. Chem., 1987, 26, 2792; Castro, R., García-Vázquez, J. A., Romero, J., Sousa, A., Castiñeiras, A., Hiller, W. and Strähle, J., Inorg. Chim. Acta, 1993, 211, 47; Mura, P. and Robinson, S. D., Inorg. Chem., 1995, 34, 978.
54. Rosenfield, S. G., Swedberg, S. A., Arora, S. K. and Mascharak, P. K., Inorg. Chem., 1986, 25, 2109; Latham, I. A., Leigh, G. J., Pickett, C. J., Huttner, G., Jibrill, I. and Zubieta, J., J. Chem. Soc., Dalton Trans., 1986, 1181; Rosenfield, S. G., Berends, H. P., Gelmini, L., Stephan, D. W. and Mascharak, P. K., Inorg. Chem., 1987, 26, 2792; Castro, R., García-Vázquez, J. A., Romero, J., Sousa, A., Castiñeiras, A., Hiller, W. and Strähle, J., Inorg. Chim. Acta, 1993, 211, 47; Mura, P. and Robinson, S. D., Inorg. Chem., 1995, 34, 978.
55. Molloy, K. C., Blunden, S. J. and Hill, R., J. Chem. Soc., Dalton Trans., 1988, 1259.
56. Jiménez-Sandoval, O., Cea-Olivares, R., Hernández-Ortega, S. and Silaghi-Dumitrescu, I., Heteroatom. Chem. (in press).
57. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
58. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
59. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
60. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
61. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
62. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
63. Sheldrick, G. M. and Sheldrick, W. S., J. Chem. Soc., A, 1970, 490; Sheldrick, G. M., Sheldrick, W. S., Dalton, R. F. and Jones, K., J. Chem. Soc., A, 1970, 493; Furue, K., Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1970, 43, 1661; Kimura, T., Yasuoka, N., Kasai, N. and Kakudo, M., Bull. Chem. Soc. Jpn., 1972, 45, 1649; Lindley, P. F. and Carr, P. F., J. Cryst. Mol. Struct., 1974, 4, 173; Morris, J. S. and Schlemper, E. O., J. Cryst. Mol. Struct., 1979, 9, 1; Holt, E. M., Nasser, F. A. K., Wilson, Jr. A., and Zuckerman, J. J., Organometallics, 1985, 4, 2073.
64. Srivastava, D. K., Gupta, V. D., Nöth, H. and Rattay, W., J. Chem. Soc., Dalton Trans., 1988, 1533.
65. Chakrabarti, A., Kamruddin, Sk., Chattopadhyaya, T. K., Roy, A., Chakraborty, B. N., Molloy, K. C. and Tiekink, E. R. T., Appl. Organoment. Chem., 1995, 9, 357.
66. Kovala-Demertzi, D., Tauridou, P., Tsangaris, J. M. and Moukarika, A., Main Group Met. Chem., 1993, 16, 351.
67. Craig, D. P. and Magnusson, E. A., J. Chem. Soc., 1956, 4895.
68. Sheldrick, G. M., SHELXTL program package (PC version), Release 4.21 ; Siemens Analytical X-Ray Instruments, Inc., Madison, WI, 1990.