Unusual oxidation reaction of an overcrowded thiagermacyclohexene derivative

Chemistry Letters

Volumn , Issue 2, 1999, Pages 129-130

  Tokitoh, Norihiro ^a,d   El Sayed, Ibrahim El Tantawy ^b   Okazaki, Renji ^a,c  

^a UNIVERSITY OF TOKYO   (Japan)

^b MENOUFIA UNIVERSITY   (Egypt)

^c JAPAN WOMEN'S UNIVERSITY   (Japan)

^d KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033474160     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.129     Document Type: Article

References (11)

1. N. Tokitoh, T. Matsumoto, K. Manmaru, and R. Okazaki, J. Am. Chem. Soc., 115, 8855 (1993).
2. R. Okazaki, N. Tokitoh, and T. Matsumoto, in "Synthetic Methods of Organometallic and Inorganic Chemistry," ed by N. Auner and U. Klingebiel, Thieme, New York, (1996) Vol. 2, pp. 260-269.
3. T. Matsumoto, Ph. D. Thesis, The University of Tokyo, Tokyo, 1994.
4. N. Tokitoh and R. Okazaki, Main Group Chemistry News, 3, 4 (1995).
5. 6S. C, 60.15; H, 9.68; S, 3.35%.
6. w) = 0.059(0.043) for 2565 reflections [1>3σ(1)]. Details of the structural analysis of 6a will be described eleswhere.
7. R. Tang and K. Mislow, J. Am. Chem. Soc., 92, 2100 (1970).
8. B. F. Bonini, M. C. Franchini, G. Mazzanti, J.-W. Slief, M. A. Wegman, and B. Zwanenburg, Chem. Commun., 1997, 1011.
9. Recently, West et al. have also reported an interesting isomerization of an overcrowded 1,2-dioxadisiletane derivative to the corresponding 1,3-dioxadisiletane isomer in the crystalline state, the process of which was partially monitored by X-ray diffraction technique and solid-state NMR. K. L. McKillop, G. R. Gillette, D. R. Powell, and R. West, J. Am. Chem. Soc., 114, 5203 (1992).
10. Quite recently, we have described a very unique crystalline-state oxidation reaction of an overcrowded distibene (Tbt-Sb=Sb-Tbt) with molecular oxygen, which can be monitored by taking advantage of X-ray crystallographic analysis with imaging-plate techniques. See, N. Tokitoh, Y. Arai, T. Sasamori, R. Okazaki, S. Nagase, H. Uekusa, and Y. Ohashi, J. Am. Chem. Soc., 120, 433 (1998). On the other hand, the isomerization of 5a into 4a was so slow that we can monitor the reaction with normal four-circle X-ray diffractometer system.
11. w) = 0.085(0.092) for 1477 reflections [1>3σ(1)].