An unexpected elimination of cyclopentadienide anion in the reaction of silacyclohexadienes with a bulky aryllithium

Chemistry Letters

Volumn , Issue 7, 1998, Pages 687-688

  Wakita, Keiji ^a   Tokitoh, Norihiro ^a   Okazaki, Renji ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0032364876     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1998.687     Document Type: Article

References (11)

1. Reviews: "The Chemistry of Organosilicon Compounds," ed by S. Patai and Z. Rappoport, Wiley, New York (1989), Chapter 10 and 13.
2. a) M. Unno, Ph.D. Thesis, The University of Tokyo (1988).
3. b) H. Suzuki, Ph.D. Thesis, The University of Tokyo (1995).
4. c) H. Suzuki, N. Tokitoh, R. Okazaki, J. Harada, K. Ogawa, S. Tomoda, and M. Goto, Organometallics, 14, 1016 (1995).
5. N. Tokitoh, K. Wakita, R. Okazaki, S. Nagase, P. v. R. Schleyer, and H. Jiao, J. Am. Chem. Soc., 119, 6951 (1997).
6. Since silacyclohexadienes 8-10 can be obtained only as inseparable mixtures with their 2,5-diene isomers (ca. 8:1 ratio), these mixtures were used for further reactions.
7. G. Maier, G. Mihm, R. O. W. Baumgärtner, and H. P. Reisenauer, Chem. Ber., 117, 2337 (1984) and references cited therein.
8. 3) δ -133.6 (br m). 10 is highly volatile and was difficult to purify.
9. SiH = 199 Hz), the formation of a trihydrosilane from dihydrosilane 9 may proceed regardless the bulkiness of an aryllithium employed.
10. 6) in agreement with that of the authentic CpLi which was synthesized from cyclopentadiene and n-BuLi and measured under the same conditions.
11. +].