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Thermal Transformation of a 1,2-Disilacyclobutane to a Trisilacyclobutane

Summary: Thermal Transformation of a 1,2-Disilacyclobutane to a
Dmitry Bravo-Zhivotovskii,* Semyon Melamed, Moshe Kapon, and
Yitzhak Apeloig*
Department of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum
Chemistry, Technion-Israel Institute of Technology, Haifa 32 000, Israel
Received August 30, 2001
Thermolysis of 1,1,2,2-tetrakis(trimethylsilyl)dispiro[3,3,4,4-biadamantane-1,2-disilacy-
clobutane] (6) yields (75%) the stable 1,1,2,2,3,3-hexakis(trimethylsilyl)spiro[(4,4-adaman-
tane)-trisilacyclobutane] (5). The structure of 5 was determined by X-ray analysis. Ther-
molysis of 6 probably proceeds via the simultaneous formation of two transients, bis(tri-
methylsilyl)adamantylidenesilene (7) and tetrakis(trimethylsilyl)disilene (11), which then
undergo cycloaddition to form 5. Photolysis of 5 leads to a [2+2] cycloreversion reaction
producing the silene 7 and the disilene 11. This is the first demonstration that a silene and
a disilene can be generated simultaneously from a single precursor.
Exciting progress has been made in the field of
multiply bonded silicon compounds in the past decades,
in particular in revealing the rich chemistry of silenes1
and disilenes.2 Several stable compounds with CdSi1


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


Collections: Chemistry