Convenient one-pot synthesis and structures of pentaphenyltellurium monohalides

Organometallics

Volumn 20, Issue 12, 2001, Pages 2437-2439

  Minoura, Mao ^b   Sagami, Takao ^a   Akiba, Kin Ya ^a,c  

^a HIROSHIMA UNIVERSITY   (Japan)

^b KITASATO UNIVERSITY   (Japan)

^c WASEDA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

IONIC BONDING; PENTAPHENYLTELLURIUM MONOHALIDES; X RAY STRUCTURAL CHARACTERIZATION;

CHEMICAL BONDS; HALOGEN COMPOUNDS; HALOGENATION; OXIDATION; STRUCTURE (COMPOSITION); SYNTHESIS (CHEMICAL); X RAY ANALYSIS;

TELLURIUM COMPOUNDS;

EID: 0035844922     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om001075e     Document Type: Article

References (36)

1. For reviews on triorganochalcogens and tetraorganopnictogens see: (a) Block, E. In The Chemistry of the Sulphonium Group; Stirling, C. J. M., Patai, S., Eds.; Wiley: New York, 1981; Vol. II, p 761.
2. (b) Paulmier, C. In Selenium Reagents and Intermediates in Organic Synthesis; Pergamon: New York, 1986.
3. (c) Irgolic, K. J. In The Organic Chemistry of Tellurium; Gordon and Breach Science: New York, 1974; p 199.
4. (d) Beck, P. In Organic Phosphorus Compounds; Kosolapoff, G. W., Maier, L., Eds.; Wiley: New York, 1972; Vol. II, p 189.
5. (e) Akiba, K.-y.; Yamamoto, Y. In The Chemistry of Organic Arsenic, Antimony and Bismuth Compounds; Patai, S., Ed.; Wiley: New York, 1994; p 761.
6. (f) Cross, W. I.; Godfrey, S. M.; McAuliffe, C. A.; Mackie, A. G.; Pritchard, R. G. In Chemistry of Arsenic, Antimony and Bismuth; Norman, N. C., Ed.; Blackie Academic: London, 1998; p 207.
7. (a) Hellwinkel, D. Top. Curr. Chem. 1983, 109, 1.
8. (b) Bergman, J.; Engman, L.; Sidén, L. In The Chemistry of Organic Selenium and Tellurium Compounds; Patai, S., Rappoport, Z., Ed.; Wiley: New York, 1986; Vol. I, p 517.
9. (c) Detty, M. R.; O'Regan, M. B. In Tellurium-Containing Heterocycles; Taylor, E. C., Ed.; Wiley: New York, 1994; p 425.
10. (d) Chemistry of Hypervalent Compounds; Akiba, K.-y., Ed.; Wiley-VCH: New York, 1999.
11. Some organochalcogen compounds haviong valence state VI have been synthesized by the oxidative halogenation of the corresponding chalcogen(IV) compounds: (a) Michalak, R. S.; Wilson, S. R.; Martin, J. C. J. Am. Chem. Soc. 1984, 106, 7529.
12. (b) Alam, K.; Janzen, A. F. J. Fluorine Chem. 1985, 27, 467.
13. (c) Sato, S.; Yamashita, T.; Horn, E.; Furukawa, N. Organometallics 1996, 15, 3526.
14. (d) Sato, S.; Yamashita, T.; Horn, E.; Takahashi, O.; Furukawa, N. Tetrahedron 1997, 53, 12183.
15. (e) Sato, S.; Arakawa, H.; Horn, E.; Furukawa, N. Chem. Lett. 1998, 213.
16. 4c (a) Minoura, M.; Sagami, T.; Akiba, K.-y.; Modrakowski, C.; Sudau, A.; Seppelt, K.; Wallenhauer, S. Angew. Chem., Int. Ed. Engl. 1996, 35, 2660;
17. Minoura, M.; Sagami, T.; Akiba, K.-y.; Modrakowski, C.; Sudau, A.; Seppelt, K.; Wallenhauer, S. Angew. Chem. 1996, 108, 2827.
18. (b) Minoura, M.; Sagami, T.; Miyasato, M; Akiba, K.-y. Tetrahedron 1997, 53, 12195.
19. (c) Minoura, M.; Mukuda, T.; Sagami, T.; Akiba, K.-y. J. Am. Chem. Soc. 1999, 121, 10852.
20. 4PnX have been characterized as two structural forms, i.e., with either a covalent or an ionic character in the Pn-X bond. This depends on Pn and X. For examples see: (a) Goel, R. G. Can. J. Chem. 1969, 47, 4607.
21. (b) Richardson, J. F.; Ball, J. M.; Boorman, P. M. Acta Crystallogr. 1986, C42, 1271.
22. Sowerby, D. B. In The Chemistry of Organic Arsenic, Antimony and Bismuth Compounds; Patai, S., Ed.; Wiley: New York, 1994; p 26.
23. Baker, L.-J.; Rickard, C. E. F; Taylor, M. J. J. Chem. Soc., Dalton Trans. 1995, 2895.
24. 25TeBr: C, 60.76; H, 4.25. Found: C, 60.87; H, 4.38.
25. 5TeLi has been described. (a) Wittig, G.; Fritz, H. Liebigs Ann. Chem. 1952, 577, 39.
26. (b) Reich, H. J.; Green, D. P.; Phillips, N. H.; Borst, J. P.; Reich, I. L. Phosphorus, Sulfur, Silicon Relat Elem. 1992, 67, 83 (Proc. 6th Int. Conf. on the Chemistry of Selenium and Tellurium, Osaka, Japan).
27. 3: C, 61.90; H, 4.34. Found: C, 61.89; H 4.38. (The analytical sample was obtained by recrystallization from chroloform.)
28. IIX) are known to be unstable compounds: Sonoda, N.; Ogawa, A. In The Chemistry of Organic Selenium and Tellurium Compounds; Rappoport, Z., Patai, S., Eds.; Wiley: New York, 1986; Vol. 1, p 619.
29. Petragnani, N. In Tellurium in Organic Chemistry; Academic: New York, 1994.
30. W = 0.1241) and GOF = 1.497 for 9459 observed reflections (578 parameters, I > 3.00σ(I)). All data were collected at 130 K on a MAC Science DIP2030 imaging plate with graphite-monochromated Mo Κα radiation (λ - 0.710 73 Å). The structure was solved using the teXsan (Rigaku) system, and all non-hydrogen atoms were refined anisotropically. The hydrogen atoms were included at calculated positions but not refined. Full crystallographic information are given in the Supporting Information.
31. (a) Ziolo, R. F.; Extine, M. Inorg. Chem. 1980, 19, 2964.
32. (b) McWhinnie, W. R.; Mallaki, J. Polyhedron 1982, 1, 13.
33. (c) Collins, M. J.; Ripmeester, J. A.; Sawyer, J. F. J. Am. Chem. Soc. 1988, 110, 8583.
34. (d) Silvestru, A.; Haiduc, I.; Toscano, R. A.; Breunig, H. J. Polyhedron 1995, 14, 2047.
35. (e) Shimizu, T.; Urakubo, T.; Jin, P.; Kondo, M.; Kitagawa, S.; Kamigata, N. J. Organomet. Chem. 1997, 539, 171.
36. The parameters of the covalent [and van der Waals] radii (in Å: Te, 1.37 [2.20]; F, 0.72 [1.35]; Cl, 0.99 [1.80]; Br, 1.14 [1.95]) were taken from: Pauling, L. The Nature of the Chemical Bond, 3rd ed.; Cornell University Press: Ithaca, NY, 1960.