Synthesis, structure, and reaction of tricoordinate stibine and tetracoordinate stiboranide

Journal of Organometallic Chemistry

Volumn 695, Issue 5, 2010, Pages 740-746

  Jiang, Xin Dong ^a   Yamamoto, Yohsuke ^b  

^a HENAN UNIVERSITY   (China)

^b HIROSHIMA UNIVERSITY   (Japan)

Author keywords

Apicophilic; Berry pseudorotation; Isomerization; Stiborane; Stiboranide

Indexed keywords

APICOPHILIC; AROMATIC RINGS; INTERCONVERSIONS; PSEUDOROTATION; STERIC REPULSIONS;

ELECTRON TRANSITIONS; ISOMERIZATION; ISOMERS; X RAY ANALYSIS;

SYNTHESIS (CHEMICAL);

EID: 75749135667     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2009.12.009     Document Type: Article

References (48)

1. Akiba K.-Y. Chemistry of Hypervalent Compounds (1999), Wiley-VCH, New York
2. Homes R.R. Pentacoordinated Phosphorus-Structure and Spectroscopy ACS Monograph 175 and 176 vol. I and II (1980), American Chemical Society, Washington, DC
3. Corbridge D.E.C. Phosphorus: An Outline of its Chemistry, Biochemistry and Technology. fourth ed. (1990), Elsevier, Amsterdam (Chapter 14)
4. Burgada R., and Setton R. In: Hartley F.R. (Ed). The Chemistry of Organophosphorus Compounds vol. 3 (1994), Wiley-Interscience, Chichester 185-277
5. Hengge A.C. Acc. Chem. Res. 35 (2002) 105-112
6. Lahiri S.D., Zhang G., Dunaway-Mariano D., and Allen K.N. Science 299 (2003) 2067-2071
7. Holmes R.R. Acc. Chem. Res. 37 (2004) 746-753
8. Westheimer F.H. Acc. Chem. Res. 1 (1968) 70-78
9. Thatcher G.R.J., and Kluger R. Adv. Phys. Org. Chem. 25 (1989) 99-265
10. Berry R.S. J. Chem. Phys. 32 (1960) 933-938
11. Mislow K. Acc. Chem. Res. 3 (1970) 321-331
12. Muetterties E.L. Acc. Chem. Res. 3 (1970) 266-273
13. Moc J., and Morokuma K. J. Am. Chem. Soc. 117 (1995) 11790-11797
14. Ugi I., Marquarding D., Klusacek H., Gillespie P., and Ramirez F. Acc. Chem. Res. 4 (1971) 288-296
15. Gillespie P., Hoffman P., Klusacek H., Marquarding D., Pfohl S., Ramirez F., Tsolis E.A., and Ugi I. Angew. Chem., Int. Ed. 10 (1971) 687-715
16. Altmann J.A., Yates K., and Csizmadia I.G. J. Am. Chem. Soc. 98 (1976) 1450-1454
17. Strich A., and Veillard A. J. Am. Chem. Soc. 95 (1973) 5574-5581
18. Shih S.-K., and Peyerimhoff S.D. J. Chem. Soc., Faraday Trans. II 75 (1979) 379-389
19. Nakamoto M., Kojima S., Matsukawa S., Yamamoto Y., and Akiba K.-Y. J. Organomet. Chem. 643-644 (2002) 441-452
20. Matsukawa S., Kajiyama K., Kojima S., Furuta S.-Y., Yamamoto Y., and Akiba K.-Y. Angew. Chem., Int. Ed. 41 (2002) 4718-4722
21. Trippett S. Phosphorus Sulfur 1 (1976) 89-98
22. Trippett S. Pure Appl. Chem. 40 (1974) 595-604
23. Buono G., and Llinas J.R. J. Am. Chem. Soc. 103 (1981) 4532-4540
24. Eisenhut M., Mitchell H.L., Traficante D.D., Kaufman R.J., Deutsch J.M., and Whitesides G.M. J. Am. Chem. Soc. 96 (1974) 5385-5397
25. Griend L.V., and Cavell R.G. Inorg. Chem. 22 (1983) 1817-1820
26. Kumaraswamy S., Muthiah C., and Kumara Swamy K.C. J. Am. Chem. Soc. 122 (2000) 964-965
27. Kommana P., Kumaraswamy S., Vittal J.J., and Kumara Swamy K.C. Inorg. Chem. 41 (2002) 2356-2363
28. Kommana P., Kumar N.S., Vittal J.J., Jayasree E.G., Jemmis E.D., and Kumara Swamy K.C. Org. Lett. 6 (2004) 145-148
29. Hoffmann R., Howell J.M., and Muetterties E.L. J. Am. Chem. Soc. 94 (1972) 3047-3058
30. McDowell R.S., and Streitwieser Jr. A. J. Am. Chem. Soc. 107 (1985) 5849-5855
31. Deiters J.A., Holmes R.R., and Holmes J.M. J. Am. Chem. Soc. 110 (1988) 7672-7681
32. Wang P., Zhang Y., Glaser R., Reed A.E., Schleyer P.V.R., and Streitwieser Jr. A. J. Am. Chem. Soc. 113 (1991) 55-64
33. Wasada H., and Hirao K. J. Am. Chem. Soc. 114 (1992) 16-27
34. Thatcher G.R.J., and Campbell A.S. J. Org. Chem. 58 (1993) 2272-2281
35. Wang P., Zhang Y., Glaser R., Streitwieser A., and Schleyer P.V.R. J. Comput. Chem. 14 (1993) 522-529
36. Wladkowski B.D., Krauss M., and Stevens W.J. J. Phys. Chem. 99 (1995) 4490-4500
37. Martin J.C. Science 221 (1983) 509-514
38. Jiang X.-D., Kakuda K.-I., Matsukawa S., Yamamichi H., Kojima S., and Yamamoto Y. Chem. Asian J. 2 (2007) 314-323
39. Kojima S., Kajiyama K., Nakamoto M., and Akiba K.-Y. J. Am. Chem. Soc. 118 (1996) 12866-12867
40. Kajiyama K., Yoshimune M., Nakamoto M., Matsukawa S., Kojima S., and Akiba K.-Y. Org. Lett. 3 (2001) 1873-1875
41. Jiang X.-D., Matsukawa S., Yamamichi H., and Yamamoto Y. Heterocycles 73 (2007) 805-824
42. Jiang X.-D., Matsukawa S., and Yamamoto Y. Dalton Trans. 28 (2008) 3678-3687
43. Jiang X.-D., Matsukawa S., Yamamichi H., and Yamamoto Y. Inorg. Chem. 46 (2007) 5480-5482
44. Box V.G.S. J. Mol. Struct. 569 (2001) 167-178
45. Jiang X.-D., Matsukawa S., Yamamichi H., Kakuda K.-I., Kojima S., and Yamamoto Y. Eur. J. Org. Chem. (2008) 1392-1405
46. When TTP (2,4,6-tri-tert-butylphenyl) was employed, the anti-apicophilic stiborane and its corresponding apicophilic stiborane were not obtained. It was due to steric hindrance of the bulky monodentate ligand of TTP.
47. Otwinowski Z., and Minor W. Methods in enzymology. In: Carter Jr. C.W., and Sweet R.M. (Eds). Macromolecular Crystallography, Part A vol. 276 (1997), Academic Press 307-326
48. Sheldrick G.M. Shelx-97 (1997), University of Göttingen, Göttingen, Germany