22053-38-9Relevant articles and documents
Silylene to Silene Thermal Rearrangement. Generation and Rearrangement of Cyclopropylsilylene and Vinylsilylene
Barton, Thomas J.,Burns, Gary T.,Goure, William F.,Wulff, Wlliam D.
, p. 1149 - 1150 (1982)
-
Silaethenes, XV. Pyrolysis of 1-Methyl-1-vinyl-1-silacyclobutane and 1,1-Divinyl-1-silacyclobutane - Follow-up Reactions of the Silaethenes Me(Vi)Si=CH2 and Vi2Si=CH2
Grobe, Joseph,Ziemer, Harald
, p. 1193 - 1202 (2007/10/02)
The pyrolysis of the silacyclobutanes Vi(Me)Si(CH2)3 (VMS) and Vi2Si(CH2)3 (V2S) at 700-800 deg C and 1E-1 - 1E-2 mbar leads to the intermediates Vi(Me)Si=CH2 and Vi2Si=CH2, which undergo isomerisation to siliranes followed by cleavage to give allene and the corresponding silylenes Me(H)Si: and Vi(H)Si: respectively.Copyrolyes of these silacyclobutanes with dienes (2,3-dimethyl-1,3-butadiene or isoprene) yield silacyclopentene derivatives (4, 14 and 20).The formation of these products supports the proposed mechanism.The simultaneous existence of silaethenes and silylenes in the gas phase is proven by the presence of the disilacyclobutanes 13 and 17, respectively, in the reaction mixtures.Using isoprene as the quenching reagent for Vi(Me)Si=CH2 the two isomeric silacyclohexenes 15 and 16 are formed in low yield, in addition to almost equal amounts of 13 and 14 (eq. (6)).