Synthesis and first X-ray structure analysis of a stabilized chiral chlorobismuthine: Fixation of molecular geometry induced by the intramolecular coordination of a sulfonyl group

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 10, 1993, Pages 1169-1175

  Suzuki, Hitomi ^a   Murafuji, Toshihiro ^a   Azuma, Nagao ^b  

^a KYOTO UNIVERSITY   (Japan)

^b EHIME UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049076706     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19930001169     Document Type: Article

References (27)

1. L. D. Freedman and G. 0.Doak, Chem. Rev., 1982,82, 15.
2. K. H. Whitmire, D. Labahn, H. W. Roesky, M. Noltemeyre and G. M. Sheldrick, J. Organomet. Chem., 1991,402, 55.
3. H. Suzuki, T. Murafuji and N. Azuma, J. Chem.SOC.,Perkin Trans. I, 1992, 1593.
4. H. Suzuki and T. Murafuji, J. Chem. Soc., Chem. Commun., 1992, 1143.
5. Stable achiral chlorobismuthines are already known: (a)H. Gilman and H. L. Yablunky, J.Am. Chem. Soc., 1941,63,949;
6. (b)K. Ohkata, S. Takemoto, M. Ohnishi and K. Akiba, Tetrahedron Lett., 1989,30, 484 1.
7. P. Bras, H. Herwijer and J. Wolters, J. Organomet. Chem., 198 1,212, c7.
8. M. Iwao, T. Iihama, K. K. Mahalanabis, H. Perrier and V. Snieckus, J. Org. Chem., 1989,54, 24.
9. D. H. R. Barton, N. Ozbalik and M. Ramesh, Tetrahedron, 1988,44, 5661.
10. P. A. McCusker and H. S. Makowski, J. Am. Chem. Soc., 1957,79, 5185.
11. X. Chen, Y. Yamamoto, K. Akiba, S. Yoshida, M. Yasui and F. Iwasaki, Tetrahedron Lett., 1992,33, 6653.
12. A. Bondi, J. Phys. Chem., 1964,68,441.
13. J. C. Martin and T. M. Balthazor, J. Am Chem. SOC.,1977,99, 152;
14. L. J. Adjima, C. C. Chiang, I. C. Paul and J. C. Martin, J.Am. Chem. SOC.,1978,100,953;
15. T. M. Balthazor and J. C. Martin, J.Am. Chem. SOC.,1975,97, 5634.
16. D. M. Hawley and G. Ferguson, J. Chem. SOC.A, 1968,2059.
17. (a) K. Swami, B. Nebout, D. Farah, R. K. Rishnamurti and H. G. Kuivila, Organometallics, 1986,5,2370;
18. (b)M. Ochiai, S. Iwaki, T. Ukita, Y. Matsuura, M. Shiro and Y. Nagao, J. Am. Chem. SOC., 1988, 110, 4606;
19. (c) H. W. Roesky, K. L. Weber, U. Seseke, W. Pinkert, N. Noltemeyer, W. Clegg and G. M. Sheldrick, J. Chem. SOC.,Dalton Trans., 1985, 565.
20. A. C. T. North, D. C. Phillips and F. S. Mathews, Acta Crystallogr., Sect. A, 1968,24, 351.
21. Structure solution method: J. C. Calbrese, PHASE Patterson Heavy Atom Solution Extractor, Ph.D. Thesis, University of Wisconsin-Madison, 1972. J. CHEM. SOC. PERKIN TRANS. I 1993
22. D. T. Cromer and J. T. Waber, International Tables for X-ray Crystallography, The Kynoch Press, Birmingham, England, 1974, vol. 4,Table 2.2 A.
23. J. A. Ibers and W. C. Hamilton, Ada Crystallogr., 1964, 17, 781.
24. D. T. Cromer, ref 17, Table 2.3.1
25. TEXSAN TEXRAY Structure Analysis Package, Molecular Structure Corporation, 1985.
26. C. K. Johnson, ORTEP I1 Report ORNL-5138, Oak Ridge National Laboratory. Oak Ridge, Tennessee, 1976.
27. S. Motherwell and W. Clegg; PLUTO Program for Plotting Molecular and Crystal Structures, University of Cambridge, England, 1978.