Small organoselenium molecules. 1. Dimethyl selenoxide: Structure, complexation, and gas-phase transformation

Inorganic Chemistry

Volumn 42, Issue 6, 2003, Pages 1966-1972

  Dikarev, Evgeny V ^a   Petrukhina, Marina A ^a   Li, Xiaojie ^a   Block, Eric ^a  

^a STATE UNIVERSITY OF NEW YORK   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIMETHYL SULFOXIDE; LEWIS ACID; METAL COMPLEX; ORGANOSELENIUM DERIVATIVE; RHODIUM;

ACIDITY; ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; COMPLEX FORMATION; DECOMPOSITION; DEGRADATION; GAS; PHASE TRANSITION; SOLID STATE; SPECTROSCOPY; TEMPERATURE; THERMOSTABILITY;

EID: 0037464272     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic020556i     Document Type: Article

References (71)

1. (a) Davies, J. A. Adv. Inorg. Chem. Radiochem. 1981, 24, 115.
2. (b) Calligaris, M.; Carugo, O. Coord. Chem. Rev. 1996, 153, 83.
3. (c) Calligaris, M. Croat. Chem. Acta 1999, 72, 147.
4. Some recent examples: (a) Schmidbaur, H.; Öller, H.-J.; Wilkinson, D. L.; Huber, B.; Müller, G. Chem. Ber. 1989, 122, 31.
5. (b) Harrowfield, J. M.; Ogden, M. I.; White, A. H. Aust. J. Chem. 1991, 44, 1237.
6. (c) Nieuwenhuyzen, M.; Wilkins, C. J. J. Chem. Soc., Dalton Trans. 1993, 2673.
7. (d) Mikuriya, M.; Fukuya, M. Bull. Chem. Soc. Jpn. 1996, 69, 679.
8. (e) Tschinkl, M.; Schier, A.; Riede, J.; Gabbaï, F. P. Angew. Chem., Int. Ed. 1999, 38, 3547.
9. (f) Cotton, F. A.; Dikarev, E. V.; Petrukhina, M. A.; Stiriba, S.-E. Inorg. Chem. 2000, 39, 1748.
10. (a) Tanase, T.; Aiko, T.; Yamamoto, Y. J. Chem. Soc., Chem. Commun. 1996, 2341.
11. (b) Geremia, S.; Mestroni, S.; Calligaris, M.; Alessio, E. J. Chem. Soc., Dalton Trans. 1998, 2447.
12. (c) Dorta, R.; Rozenberg, H.; Milstein, D. Chem. Comm. 2002, 710.
13. (a) Smith, M. K.; Gibson, J. A.; Young, C. G.; Broomheard, J. A.; Junk, P. C.; Keene, F. R. Eur. J. Inorg. Chem. 2000, 1365.
14. (b) Rack, J. J.; Winkler, J. R.; Gray, H. B. J. Am. Chem. Soc. 2001, 123, 2432.
15. (c) Toma, H. E.; Rocha, R. C. Croat. Chem. Acta 2001, 74, 499.
16. (d) Rack, J. J. Chemtracks 2002, 15, 12.
17. (e) Panina, N. S.; Calligaris, M. Inorg. Chim. Acta 2002, 334, 165.
18. Bray, R. C.; Adams, B.; Smith, A. T.; Richards, R. L.; Lowe, D. J.; Bailey, S. Biochemistry 2001, 40, 9810.
19. (a) Lanfear, J.; Fleming, J.; Wu, L.; Webster, G.; Harrison, P. R. Carcinogenesis 1994, 15, 1387.
20. (b) Ip, C.; Hayes, C.; Budnick, R. M.; Ganther, H. E. Cancer Res. 1991, 51, 595.
21. (c) Vadhanavikit, S.; Ip, C.; Ganther, H. E. Xenobiotica 1993, 23, 731.
22. (d) Goeger, D. E.; Ganther, H. E. Arch. Biochem. Biophys. 1994, 310, 448.
23. (a) Tanaka, T.; Kamitani, T. Inorg. Chim. Acta 1968, 2, 175.
24. (b) Paetzold, R.; Bochmann, G. Z. Anorg. Allg. Chem. 1971, 385, 256.
25. (c) Paetzold, R.; Bochmann, G. Z. Anorg. Allg. Chem. 1969, 368, 202.
26. Cotton, F. A.; Dikarev, E. V.; Petrukhina, M. A. Angew. Chem., Int. Ed. 2001, 40, 1521 and references therein.
27. Cotton, F. A.; Dikarev, E. V.; Feng, X. Inorg. Chim. Acta 1995, 237, 19.
28. (a) Krief, A.; Dumont, W.; Dinis, J. N.; Evrad, G.; Norberg, B. J. Chem. Soc., Chem. Commun. 1985, 569.
29. (b) Ceccherelli, P.; Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O. J. Org. Chem. 1995, 60, 8412.
30. (c) Krief, A.; Dumont, W.; De Mahieu, A. F. Tetrahedron Lett. 1988, 29, 3269.
31. Bryan, J. C.; Cotton, F. A.; Daniels, L. M.; Haefner, S. C.; Sattelberger, A. P.; Fanwick, P. E. Inorg. Chem. 1995, 34, 1875.
32. Pflugrath, J.; Messerschmitt, A. MADNES, Munich Area Detector (New EEC) System, version EEC 11/9/89, with enhancements by Enraf-Nonius Corp., Delft, The Netherlands. A description of MADNES appears in: Messerschmitt, A.; Pflugrath, J. J. Appl. Crystallogr. 1987, 20, 306.
33. Blessing, R. H. Acta Crystallogr. 1995, A51, 33.
34. (a) Kabsch, W. J. Appl. Crystallogr. 1988, 21, 67.
35. (b) Kabsch, W. J. Appl. Crystallogr. 1988, 21, 916.
36. SHELXTL V.5; Siemens Industrial Automation Inc.: Madison, WI, 1994.
37. Sheldrick, G. M. In Crystallographic Computing 6; Flack, H. D., Parkanyi, L., Simon, K., Eds.; Oxford University Press: Oxford, U.K., 1993; p 111.
38. 2 was successful. The results for this compound are reported in Tables 1 and 2.
39. Rettig, S. J.; Trotter, J. Acta Crystallogr. 1987, C43, 2260.
40. Sands, D. E. Z. Kristallogr. 1963, 119, 245.
41. Dikarev, E. V.; Petrukhina, M. A. Manuscript in preparation.
42. Sime, J. G.; Woodhouse, D. I. J. Cryst. Mol. Struct. 1974, 4, 269.
43. (a) Cotton, F. A.; Felthouse, T. R. Inorg. Chem. 1980, 19, 323.
44. (b) Cotton, F. A.; Felthouse, T. R. Inorg. Chem. 1982, 21, 431.
45. Procter, D. J.; Thomton-Pett, M.; Rayner, C. M. Tetrahedron 1996, 52, 1841.
46. Iwaoka, M.; Takahashi, T.; Tomoda, S. Heteroat. Chem. 2001, 12, 293.
47. Takahashi, T.; Nakao, N.; Koizumi, T. Tetrahedron: Asymmetry 1997, 8, 3293.
48. Fujiwara, T.; Tanaka, N.; Ooshita, R.; Hino, R.; Mori, K.; Toda, F. Bull. Chem. Soc. Jpn. 1990, 63, 249.
49. Takahashi, T.; Kurose, N.; Kawanami, S.; Arai, Y.; Koizumi, T. J. Org. Chem. 1994, 59, 3262.
50. Boullais, C.; Zylber, N.; Zylber, J.; Guiheim, J.; Gaudemer, A. Tetrahedron 1983, 39, 759.
51. Kimura, T.; Ishikawa, Y.; Ueki, K.; Horie, Y.; Furukawa, N. J. Org. Chem. 1994, 59, 7117.
52. Shimizu, T.; Kikuchi, K.; Ishikawa, Y.; Ikemoto, I.; Kobayashi, M.; Kamigata, N. J. Chem. Soc., Perkin Trans. 1989, 597.
53. Lowe, W.; Schmidt, R.; Luger, P. J. Heterocycl. Chem. 1994, 31, 1275.
54. Stuhr-Hansen, N.; Sørensen, H. O.; Henriksen, L.; Larsen, S. Acta Chem. Scand. 1997, 51, 1186.
55. Tingoli, M.; Tiecco, M.; Testaferri, L.; Temperini, A.; Pelizzi, G.; Bacchi, A. Tetrahedron 1995, 51, 4691.
56. Dobado, J. A.; Martínez-García, H.; Molina, J. M.; Sundberg, M. R. J. Am. Chem. Soc. 1999, 121, 3156.
57. Hadzi, D.; Klofutar, C.; Oblak, S. J. Chem. Soc. A 1968, 905.
58. Umezawa, T.; Sugihara, Y.; Ishii, A.; Nakayama, J. J. Am. Chem. Soc. 1998, 120, 12351.
59. (a) Rossi, R.; Pursiainen, J.; Ahlgren, M.; Pakkanen, T. A. J. Organomet. Chem. 1990, 391, 403.
60. (b) Schumann, H.; Arif, A. M.; Rheingold, A. L.; Janiak, C.; Hoffman, R.; Kuhn, N. Inorg. Chem. 1991, 30, 1618.
61. (c) Dann, S. E.; Genge, A. R.; Levason, W.; Reid, G. J. Chem. Soc., Dalton Trans. 1997, 2207.
62. (d) McKarns, P. J.; Lewkebandara, T. S.; Yap, G. P. A.; Liable-Sands, L. N.; Rheingold, A. L.; Winter, C. H. Inorg. Chem. 1998, 37, 418.
63. Belforte, A.; Calderazzo, F.; Vitali, D.; Zanazzi, P. F. Gazz. Chim. Ital. 1985, 115, 125.
64. Beecher, J. F. J. Mol. Spectrosc. 1966, 21, 412.
65. (a) Kukushkin, V. Y. Coord. Chem. Rev. 1995, 139, 375.
66. (b) Alexandrova, L.; D'yachenko, O. G.; Kazankov, G. M.; Polyakov, V. A.; Samuleev, P. V.; Sansores, E.; Ryabov, A. D. J. Am. Chem. Soc. 2000, 122, 5189.
67. (a) Rael, R. M.; Tuazon, E. C.; Frankenberger, W. T., Jr. Atmos. Environ. 1996, 30, 1221.
68. (b) Zhang, Y. Q.; Frankenberger, W. T., Jr.; Moore, J. N. Environ. Sci. Technol. 1999, 33, 3415.
69. (c) Zhang, Y. Q.; Frankenberger, W. T., Jr. Environ. Sci. Technol. 2000, 34, 776.
70. (d) Dungan, R. S.; Frankenberger, W. T., Jr. Biogeochemistry 2001, 55, 73.
71. (e) Zhang, Y.; Frankenberger, W. T., Jr. J. Environ. Qual. 2002, 31, 1124.