Reaction of {tris[2-(dimethylamino)phenyl]germyl}lithium with elemental selenium: Formation of 2,2,4,4-tetrakis[2-(dimethylamino)phenyl]-1,3,2,4-diselenadigermetane

Chemistry Letters

Volumn , Issue 1, 1999, Pages 21-22

  Kawachi, Atsushi ^a   Tanaka, Yoko ^a   Tamao, Kohei ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

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EID: 0033238897     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.21     Document Type: Article

References (28)

1. a) P. Riviere, M. Riviere-Baudet, and J. Satge, in "Comprehensive Organometallic Chemistry II," ed by A. G. Davies, Elsevier Science, Ltd., Oxford (1995), Vol. 2, Chap. 5.
2. b) K. M. Baines and W. G. Stibbs, Adv. Organomet. Chem., 39, 275 (1996).
3. A. Kawachi, Y. Tanaka, and K. Tamao, Organometallics, 16, 5102 (1997).
4. D. L. Klayman, in "Organic Selenium Compounds: Their Chemistry and Biology," ed by D. Klayman and W. H. H. Günther, John Wiley & Sons, New York (1973), Chap. IV, and U. Svanholm, Chap. XV.
5. Germaneselenols; a) P. Ghosh and G. Parkin, J. Chem. Soc., Chem. Commun., 1996, 1239.
6. b) M. N. Bochkarev, L. P. Maiorova, N. S. Vyazankin, and G. A. Razuvaev, J. Organomet. Chem., 82, 65 (1974).
7. c) C. Glidewell, D. W. H. Rankin, and G. M. Sheldrick, J. Chem. Soc., Faraday Trans., 65, 1409 (1969).
8. Crystal structures of four-membered cyclic compounds containing GeSe bonds; a) M. Unno, Y. Kawai, H. Shioyama, and H. Matsumoto, Organometallics, 16, 4428 (1997).
9. b) N. Choi, K. Asano, S. Watanabe, and W. Ando, Tetrahedron, 53, 12215 (1997).
10. c) W. Ando, S. Watanabe, and N. Choi, J. Chem. Soc., Chem. Commun. 1995, 1683.
11. d) M. Veith, M. Nötzel, L. Stahl, and V. Huch, Z. Anorg. Allg. Chem., 620, 1264 (1994).
12. e) H. Puff, K. Braun, S. Franken, T. R. Kök, and W. Schuh, J. Organomet. Chem., 335, 167 (1987).
13. f) V. B. Krebs and H. Müller, Z. Anorg. Allg. Chem., 496, 47 (1983).
14. A. Kawachi, Y. Tanaka, and K. Tamao, submitted for publication.
15. 2: C, 49.03; H, 5.14; N, 7.15%.
16. w= 0.084; goodness of fit indicator = 1.73. One of the three THF molecules was solved using the rigid group model because of its disordering.
17. a) M. Weidennruch, A. Ritschl, K. Peters, and G. Schnering, J. Organomet. Chem., 438, 39 (1992).
18. b) M. Dräger and K. Hàberle, J. Organomet. Chem., 280, 183 (1985).
19. c) V. L. Ross and M. Dräger, Anorg. Allg. Chem., 472, 109 (1981).
20. Y. Kabe, T. Kawase, J. Okada, O. Yamashita, M. Goto, and S. Masamune, Angew. Chem., Int. Ed. Engl., 29, 794 (1990).
21. a) J. Emsley, in "The Elements," 2nd ed, Clarendon Press, Oxford (1992).
22. b) A. Bondi, J. Phys. Chem., 68, 441 (1964).
23. The 4,5-protons of the phenyl groups cannot be correctly assigned due to the complexity of the spectra in the region.
24. 3Si)Se-H resonates at δ -2.28 (see ref. 4c). Signals of RSe-H (R = alkyl) are also found in < δ 0 (see ret. 3, Chap. XV).
25. + (R = aryl, R'= alkyl) resonates at δ 6-9; E. Pretsch, T. Clerc, J. Seibl, and W. Simon, in "Tabellen zur Strukturaufklärung organischer Verbindungen mit Spektroskopischen Methoden," Springer-Verlag, Berlin (1981).
26. As an example of the 2-(dimethylamino)phenyl group as a leaving group; R. Tacke, F. Wiesenberger, A. Lopez-Mras, J. Sperlich, and G. Mattern, Z. Naturforsch., 47b, 1370 (1992).
27. a) T. Matsumoto, N. Tokitoh, and R. Okazaki, Angew. Chem., Int. Ed. Engl., 33, 2316 (1994).
28. b) N. Tokitoh, T. Matsumoto, and R. Okazaki, Tetrahedron Lett., 33, 2531 (1992).