A germanium(II)-centered dication

Journal of the American Chemical Society

Volumn 129, Issue 49, 2007, Pages 15138-15139

  Rupar, Paul A ^a   Staroverov, Viktor N ^a   Ragogna, Paul J ^a   Baines, Kim M ^a  

^a UNIVERSITY OF WESTERN ONTARIO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

GERMANIUM; IODIDE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CRYSTALLOGRAPHY; ELECTRON; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ROOM TEMPERATURE; SPECTROSCOPY; STOICHIOMETRY; SYNTHESIS; X RAY DIFFRACTION;

EID: 37049029445     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0775725     Document Type: Article

References (34)

1. Reviews on Type A: (a) Lee, V. Y.; Sekiguchi, A. Acc. Chem. Res. 2007, 40, 410.
2. (b) Lee, V. Y.; Sekiguchi, A. In Reviews of Reactive Intermediate Chemistry; Platz, M. S., Moss, R. A., Jones, M., Jr., Eds.; John Wiley & Sons, Inc.: Hoboken, NJ, 2007; p 47.
3. (c) Müller, T. Adv. Organomet. Chem. 2005, 53, 155.
4. (d) Zharov, I.; Michl, J. In The Chemistry of Organic Germanium, Tin and Lead Compounds; Rappoport, Z., Apeloig, Y., Eds.; Wiley & Sons: Chichester, UK, 2002; Vol. 2, p 633.
5. Selected Type B: (a) Cosledan, F.; Castel, A.; Rivière, P.; Satgé, J.; Veith, M.; Huch, V. Organometallics 1998, 17, 2222.
6. (b) Schmidt, H.; Keitemeyer, S.; Neumann, B.; Stammler, H.; Schoeller, W. W.; Jutzi, P. Organometallics 1998, 17, 2149.
7. (c) Ichinohe, M.; Fukui, H.; Sekiguchi, A. Chem. Lett. 2000, 600.
8. Selected Type C: Khrustalev, V. N.; Portnyagin, I. A.; Borisova, I. V.; Zemlyansky, N. N.; Ustynyuk, Y. A.; Antipin, M. Y.; Nechaev, M. Organometallics 2006, 25, 2501.
9. Selected Type D: (a) Stender, M.; Phillips, A. D.; Power, P. P. Inorg. Chem. 2001, 40, 5314.
10. (b) Dias, H. V. R.; Wang, Z. J. Am. Chem. Soc. 1997, 119, 4650.
11. (c) Probst, T.; Steigelmann, O.; Riede, J.; Schmidbaur, H. Angew. Chem., Int. Ed. Engl. 1990, 29, 1397.
12. Kuhn, N.; Al-Sheikh, A. Coord. Chem. Rev. 2005, 249, 829.
13. Rupar, P. A.; Jennings, M. C.; Ragogna, P. J.; Baines, K. M. Organometallics 2007, 26, 4109.
14. (a) Gehrhus, B.; Hitchcock, P. B.; Lappert, M. F. J. Chem. Soc., Dalton Trans. 2000, 3094
15. (b) Arduengo, A. J., III; Dias, H. V. R.; Calabrese, J. C.; Davidson, F. Inorg. Chem. 1993, 32, 1541.
16. See Supporting Information.
17. Gillespie, R. J.; Popelier, P. L. A. Chemical Bonding and Molecular Geometry; Oxford University Press: Oxford, 2002.
18. 2 = 0.1427 (all data).
19. Baines, K. M.; Stibbs, W. G. Coord. Chem. Rev. 1995, 145, 157.
20. 2, and the isolation of a sequestered P(I) cation. See: Ellis, B. D.; Dyker, C. A.; Decken, A.; Macdonald, C. L. B. Chem. Commun, 2005, 1965.
21. Bondi, A. J. Phys. Chem. 1964, 68, 441.
22. 3 symmetry of the molecule was maintained during the optimization. See Supporting Information for details.
23. (a) Reed, A. E.; Weinstock, R. B.; Weinhold, F. J. Chem. Phys. 1985, 83, 735.
24. (b) Glendening, E. D.; Reed, A. E.; Carpenter, J. E.; Weinhold, F. NBO, version 3.1.
25. Cioslowski, J. J. Am. Chem. Soc. 1989, 111, 8333.
26. Population analysis of the carbene fragments showed similar ambiguity. See Supporting Information for a list of the calculated charges for C(1), N(2), C(3), C(4), and N(5).
27. It is interesting to note that in a structurally characterized germyl cation (Type A, Chart 1) the charge on germanium in the model compound was calculated to be -0.12. The positive charge was located on the three silyl substituents. See ref 1 and: Sekiguchi, A.; Fukawa, T.; Lee, V. Y.; Nakamoto, M.; Ichinohe, M. Angew. Chem., Int. Ed. 2003, 42, 1143.
28. Selected dications in which a formal 2+ charge can be drawn on the heteroatom: (a) Vidovic, D.; Findlater, M.; Cowley, A. H. J. Am. Chem. Soc. 2007, 129, 8436.
29. (b) Dutton, J. L.; Tuononen, H. M.; Jennings, M. C.; Ragogna, P. J. J. Am. Chem. Soc. 2006, 128, 12624.
30. (c) Burton, J. D.; Deng, R. M. K.; Dillon, K. B.; Monks, P. K.; Olivey, R. J. Heteroat. Chem. 2005, 16, 447.
31. (d) Furukawa, N.; Sato, S. Heteroat. Chem. 2002, 13, 406.
32. (e) Hensen, K.; Stumpf, T.; Bolte, M.; Näther, C.; Fleischer, H. J. Am. Chem. Soc. 1998, 120, 10402.
33. (f) Schmidpeter, A.; Lochschmidt, S.; Karaghiosoff, K.; Sheldrick, W. S. J. Chem. Soc., Chem. Commun. 1985, 1447.
34. The synthetic versatility of the related RSi:+ cation has been discussed: Gaspar, P.P. In Organosilicon Chemistry VI; Auner, N., Weis, J., Eds.; Wiley-VCH: Weinheim, Germany, 2005; Vol. 1, p 10.