Oligomethylene-Bridged Dinuclear Triorganotin Triflates and Diphenylphosphinates. Ion Pairing in the Solid State and Electrolytic Dissociation in Solution of [Ph2Sn(CH2) nSnPh2X](O3SCF3) (X = OH, O 2PPh2; n = 1-3)

Organometallics

Volumn 23, Issue 26, 2004, Pages 6150-6159

  Beckmann, Jens ^a,b   Dakternieks, Dainis ^a   Duthie, Andrew ^a   Mitchell, Cassandra ^a  

^a DEAKIN UNIVERSITY   (Australia)

^b FREIE UNIVERSITÄT BERLIN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; COORDINATION REACTIONS; DISSOCIATION; ELECTROLYSIS; MASS SPECTROMETRY; MOLECULAR WEIGHT; ORGANOMETALLICS; POSITIVE IONS; SOLUTIONS; X RAY CRYSTALLOGRAPHY;

INTEGRAL RATIO; ION PAIRING; SOLID STATE COMPOUNDS; TRIORGANOTIN CATIONS;

COMPLEXATION;

EID: 11044220840     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om049773c     Document Type: Article

References (59)

1. + cations (M = Ge, Sn, Pb). In The Chemistry of Organic Germanium, Tin and Lead Compounds; Rappoport, Z., Ed.; Wiley: New York, 2002; Vol. 2. Chapter 10, p 633.
2. 4] (R = 2,4,6-triisopropylphenyl), see: (a) Lambert, J. B.; Lin, L.; Keinen, S.; Müller, T. J. Am. Chem. Soc. 2003, 125, 6022. For closely related work, see: (b) Lambert, J. B.; Zhao, Y.; Wu, H.; Tse, W. C.; Kuhlmann, B. J. Am. Chem. Soc. 1999, 121, 5001. (c) Zharov, I.; King, B. T.; Havlas, Z.; Pardi, A.; Michl, J. J. Am. Chem. Soc. 2000, 122, 10253. (d) Lambert, J. B.; Lin, L. J. Org. Chem. 2001, 66, 8537.
3. 4] (R = 2,4,6-triisopropylphenyl), see: (a) Lambert, J. B.; Lin, L.; Keinen, S.; Müller, T. J. Am. Chem. Soc. 2003, 125, 6022. For closely related work, see: (b) Lambert, J. B.; Zhao, Y.; Wu, H.; Tse, W. C.; Kuhlmann, B. J. Am. Chem. Soc. 1999, 121, 5001. (c) Zharov, I.; King, B. T.; Havlas, Z.; Pardi, A.; Michl, J. J. Am. Chem. Soc. 2000, 122, 10253. (d) Lambert, J. B.; Lin, L. J. Org. Chem. 2001, 66, 8537.
4. 4] (R = 2,4,6-triisopropylphenyl), see: (a) Lambert, J. B.; Lin, L.; Keinen, S.; Müller, T. J. Am. Chem. Soc. 2003, 125, 6022. For closely related work, see: (b) Lambert, J. B.; Zhao, Y.; Wu, H.; Tse, W. C.; Kuhlmann, B. J. Am. Chem. Soc. 1999, 121, 5001. (c) Zharov, I.; King, B. T.; Havlas, Z.; Pardi, A.; Michl, J. J. Am. Chem. Soc. 2000, 122, 10253. (d) Lambert, J. B.; Lin, L. J. Org. Chem. 2001, 66, 8537.
5. 4] (R = 2,4,6-triisopropylphenyl), see: (a) Lambert, J. B.; Lin, L.; Keinen, S.; Müller, T. J. Am. Chem. Soc. 2003, 125, 6022. For closely related work, see: (b) Lambert, J. B.; Zhao, Y.; Wu, H.; Tse, W. C.; Kuhlmann, B. J. Am. Chem. Soc. 1999, 121, 5001. (c) Zharov, I.; King, B. T.; Havlas, Z.; Pardi, A.; Michl, J. J. Am. Chem. Soc. 2000, 122, 10253. (d) Lambert, J. B.; Lin, L. J. Org. Chem. 2001, 66, 8537.
6. Kraus, C. A.; Callis, C. C. J. Am. Chem. Soc. 1983, 45, 2624.
7. Tobias, R. S. Organomet. Chem. Rev. 1966, 1, 93 and references therein.
8. Wada, M.; Okawara, R. J. Organomet. Chem. 1965, 4, 487.
9. (a) Davies, A. G.; Goddard, J. P.; Hursthouse, M. B.; Walker, N. P. C. J. Chem. Soc., Chem. Commun. 1983, 597.
10. (b) Davies, A. G.; Goddard, J. P.; Hursthouse, M. B.; Walker, N. P. C. J. Chem. Soc., Dalton Trans. 1986, 1873
11. Blaschette, A.; Schomburg, D.; Wieland, E. Z. Anorg. Allg. Chem. 1989, 571, 75.
12. (a) Kumar Das, V. G.; Kitching, W. J. Organomet. Chem. 1967, 10, 59.
13. (b) Kitching, W.; Kumar Das, V. G.; Moore, C. J. J. Organomet. Chem. 1970, 22, 399.
14. (c) Kumar Das, V. G. J. Inorg. Nucl. Chem. 1976, 38, 1241.
15. Nugent, W. A.; McKinney, R. J.; Harlow, R. L. Organometallics 1984, 3, 1315.
16. Ichinohe, M.; Fukui, H.; Sekiguchi, A. Chem. Lett. 2000, 600.
17. Blaschette, A.; Hippel, I.; Krahl, J.; Wieland, E.; Jones, P. G.; Sebald, A. J. Organomet. Chem. 1992, 437, 279.
18. (a) Jurkschat, K.; Pieper, N.; Seemeyer, S.; Schürmann, M.; Biesemans, M.; Verbruggen, I.; Willem, R. Organometallics 2001, 20, 868.
19. (b) Ruzicka, A.; Jambor, R.; Cisarova, I.; Holecek, J. Chem. Eur. J. 2003, 9, 2411 and references therein.
20. Lambert, J. B.; Ciro, S. M.; Stern, C. L. J. Organomet. Chem. 1995, 499, 49.
21. (a) Perevalora, E. G.; Reshetova, M. D.; Ostapchuk, P. N.; Slovokhotov, Y. L.; Struchkov, Y. T.; Spiridonov, F. M.; Kisin, A. V.; Yukhno, I. G. Metalloorg. Khim. 1990, 3, 100.
22. (b) Pavel, I.; Cervantes-Lee, F.; Haiduc, I.; Pannell, K. H. Inorg. Chem. Commun. 2001, 4, 530.
23. Gielen, M.; Jurkschat, K. J. Organomet. Chem. 1984, 273, 303.
24. ax); 0° (tetrahedron) ≤ Δ∑(θ) ≤ 90° (trigonal bipyramid) (a) Kolb, U.; Dräger, M.; Jousseaume, B. Organometallics 1901, 10, 2737. (b) Kolb, U.; Beuter, M.; Dräger, M. Inorg. Chem. 1994, 33, 4522.
25. ax); 0° (tetrahedron) ≤ Δ∑(θ) ≤ 90° (trigonal bipyramid) (a) Kolb, U.; Dräger, M.; Jousseaume, B. Organometallics 1901, 10, 2737. (b) Kolb, U.; Beuter, M.; Dräger, M. Inorg. Chem. 1994, 33, 4522.
26. st = 2.00 Å. (a) Pauling L. The Nature of the Chemical Bond, 3rd ed.; Cornell University Press: Ithaca, NY, 1960; Chapter 7. (b) Zickgraf, A.; Beuter, M.; Kolb, U.; Dräger, M.; Tozer, R.; Dakternieki, D.; Jurkschat, K. Inorg. Chim. Acta 1996, 275-276, 203.
27. st = 2.00 Å. (a) Pauling L. The Nature of the Chemical Bond, 3rd ed.; Cornell University Press: Ithaca, NY, 1960; Chapter 7. (b) Zickgraf, A.; Beuter, M.; Kolb, U.; Dräger, M.; Tozer, R.; Dakternieki, D.; Jurkschat, K. Inorg. Chim. Acta 1996, 275-276, 203.
28. Britton, D.; Dunitz, J. D. J. Am. Chem. Soc. 1981, 103, 2971.
29. Glidewell, C.; Liles, D. C. Acta Crystallogr. 1978, B34, 129.
30. Reuter, H.; Puff, H. J. Organomet. Chem. 1989, 379, 223.
31. Westerhausen, M.; Schwarz, W. Main Group Met. Chem. 1997, 20, 351.
32. (a) Jeffrey, G. A. An Introduction to Hydrogen Bonding, Oxford University Press: New York, 1997.
33. (b) Steiner, T. Angew. Chem., Int. Ed. 2002, 41, 48.
34. The structure of 4-MeCN ii presented in the Supporting Information.
35. Sakamoto, K.; Hamada, Y.; Akashi, H.; Orita, A.; Otera, J. Organometallics 1999, 18, 3656.
36. Beckmann, J.; Dakternieks, D.; Duthie, A.; Mitechell, C. Dalton 2003, 3258.
37. Beckmann, J.; Dakternieks, D.; Duthie, A.; Jurkschat, K.; Mehring, M.; Mitchell, C.; Schürmann, M. Eur. J. Inorg. Chem. 2003, 4356.
38. Lawrance, G. A. Chem. Rev. 1986, 86, 17.
39. (a) Edlund, U.; Arshadi, M.; Johnels, D. J. Organomet. Chem. 1993, 456, 57.
40. (b) Kira, M.; Oyamada, T.; Sakurai, H. J. Organomet. Chem. 1994, 471, C4.
41. (c) Arshadi, M.; Johnels, D.; Edlund, U. Chem. Commun. 1989, 1279.
42. (a) Herzfeld, J.; Berger, A. E. J. Chem. Phys. 1980, 73, 6021.
43. (b) Herzfeld, J.; Chen, X. In Encyclopedia of Nuclear Magnetic Resonance; Wiley: New York, 1996; Vol. 7, p 6021.
44. Geary, W. J. Coord. Chem. Rev. 1971, 7, 81.
45. (a) Henderson, W.; Taylor, M. J. Polyhedron 1996, 15, 1957.
46. (b) Dakternieks, D.; Lim, A. E. K.; Lim, K. F. Phosphorus, Sulfur Silicon Relat. Elem. 1999, 150-151, 339.
47. Beckmann, J.; Dakternieks, D.; Duthie, A.; Mitchell, C. Organometallics 2003, 22, 2161.
48. Beckmann, J.; Jurkschat, K;. Rabe, S.; Schürmann, M.; Dakternieks, D.; Duthie, A. Organometallics 2000, 19, 3272.
49. (a) Newton, M. G.; Haiduc, I.; King, R. B.; Silvestru, C. J. Chem. Soc., Chem. Commun. 1998, 1229.
50. 4 was reported: (b) Chandrasekhar, V.; Baskar, V.; Steiner, A.; Zacchini, S. Organometallics 2004, 23, 1890.
51. Diop, C. A. K.; Lahlou, M.; Diop, L.; Mahieu, B.; Russo, U. Main Group Met. Chem. 1997, 20, 681.
52. Beckmann, J.; Dakternieks, D.; Duthie, A.; Mitchell, C. Ribot, F.; d'Espinose de la Caillerie, J. B.; Revel, B. Appl. Organomet. Chem. 2004, 18, 353.
53. Molloy, K. C.; Nasser, F. A. K.; Barnes, C. L.; Van der Helm, D.; Zuckerman, J. J. Inorg. Chem. 1982, 21, 960.
54. (a) Gielen, M.; Jurkschat, K.; Mahieu, B.; Apers, D. J. Organomet. Chem. 1985, 286, 145.
55. (b) Jurkschat, K.; Hesselbarth, F.; Dargatz, M.; Lehmann, J.; Kleinpeter, E.; Tzschach, A.; Meunier-Piret, J. J. Organomet. Chem. 1910, 388, 259.
56. Horner, L.; Beck, P.; Toscano, V. G. Chem. Ber. 1961, 94, 1317.
57. Maasiot, D.; Fayon, F.; Capron, M.; King, I.; Le Calvé, S.; Alonso, B.; Durand, J.-O.; Bujoli, B.; Gan, Z.; Hoatson, G. Magn. Reson. Chem. 2002, 40, 70.
58. SMART, SAINT, and SADABS; Siemens Analytical X-ray Instruments Inc., Madison, WI, 1999.
59. Farrugia, L. J. J. Appl. Crystallogr. 1997, 20, 565.