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Synthesis, Molecular Structure, and Reactivity of the Isolable Silylenoid with a Tricoordinate Silicon
 

Summary: Synthesis, Molecular Structure, and Reactivity of the Isolable Silylenoid with
a Tricoordinate Silicon
Gregory Molev, Dmitry Bravo-Zhivotovskii,* Miriam Karni, Boris Tumanskii, Mark Botoshansky, and
Yitzhak Apeloig*
Department of Chemistry and the Lise Meitner MinerVa Center for Computational Quantum Chemistry,
Technion-Israel Institute of Technology, Haifa 32000, Israel
Received November 16, 2005; E-mail: chrbrzh@tx.technion.ac.il; chrapel@tx.technion.ac.il
Silylenoids, R2SiXM (X ) halogen, M ) alkali metal), are
important intermediates in many reactions.1 Yet, in contrast to the
extensively studied analogous carbenoids, R2CXM,2 they have been
little studied. Due to their high reactivity via self-condensation3 or
R-elimination of MX producing reactive silylenes,4 very little is
known about their molecular structure. Such structural information
is important for understanding the intriguing multiple reactivity of
halosilylenoids toward nucleophiles,3,5 electrophiles,3,5 and silylene
trapping agents.4,5 An X-ray molecular structure is available only
for a dimeric form of a methoxysilylenoid.3b Other known stable
silylenoids include thio-4a and halosilylenoids,5 for which, however,
there is no structural data.
In this paper we report the synthesis, the molecular and electronic

  

Source: Apeloig, Yitzhak - Department of Chemistry, Technion, Israel Institute of Technology

 

Collections: Chemistry