Synthesis of tricyclo[3.1.0.02,4]hexasilane and its photochemical isomerization to tricyclo[2.2.0.02,5]hexasilane

Chemistry Letters

Volumn 36, Issue 3, 2007, Pages 368-369

  Iwamoto, Takeaki ^a,b   Uchiyama, Kei ^b   Kabuto, Chizuko ^b   Kira, Mitsuo ^b  

^a JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 34047266421     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2007.368     Document Type: Article

References (25)

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15. 14: C, 52.86; H, 11.09%. Found: C, 52.53; H, 11.09%. In the reaction mixture, no syn isomer was observed.
16. The reduction of a mixture of 3 and 4 with lithium naphthalenide in THF affords a cyclotetrasilene as reported previously: M. Kira, T. Iwamoto, C. Kabuto, J. Am. Chem. Soc. 1996, 118, 10303.
17. See also the Supporting Information, which is available electronically on the CSJ-Journal Web site, http://www.csj.jp/journals/chem-lett/index.html.
18. Crystallographic data for 1 and 2 have been deposited with Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC-627211 and -627212. Copies of the data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge, CB2 1EZ, UK; fax: +44 1223 336033).
19. H. Matsumoto, K. Higuchi, Y. Hoshino, H. Koike, Y. Naoi, Y. Nagai, J. Chem. Soc., Chem. Commun. 1988, 1083.
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21. 2,5]hexasilane derivative was synthesized via the reductive condensation of the corresponding chlorosilanes: Y. Kabe, M. Kuroda, Y. Honda, O. Yamashita, T. Kawase, S. Masamune, Angew. Chem., Int. Ed. Engl. 1988, 27, 1725.
22. 2Si)].
23. 10
24. The mechanisms involving biradical intermediates during the formation of 5 and 2 from 1 and 5 may not be excluded, while no evidence for the intermediacy has been obtained. Further investigations on the detailed mechanism are currently in progress.
25. A formal [2 + 2] dimerization of a cyclic trans-alkadiene has been revealed to occur via a radical mechanism. See: J. Leitich, I. Heise, K. Angermund, J. Rust, Eur. J. Org. Chem. 2002, 1803, and cited therein.