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• W2012165070 abstract "On the Silaethene t Bu 2 Si=C(SiMe 3 ) 2 , and the Structure and Reactivity of Its [4 + 2] Cycloadduct with Ph 2 C=O From t Bu 2 SiFCLi(SiMe 3 ) 2 by LiF elimination only Me 2 Si= C(SiMe 3 )(SiMe t Bu 2 ) ( 1b ) instead of t Bu 2 Si=C(SiMe 3 ) 2 ( 1a ) is isolated. With benzophenone, silaethene 1b (from its THF adduct 1b · THF) forms at –78 °C a yellow [4 + 2] cycloadduct ( 5 ) and a colorless [2 + 2] cycloadduct ( 6 ). With increasing temperature 5 transforms into 6 , and 6 transforms –more slowly – into the yellow [4 + 2] cycloadduct ( 7 ) of 1a and Ph 2 CO. It follows from this that the migration equilibrium 1a ⇄ 1b really exists. The structure of 7 shows a planar OCPhC 6 H 5 –framework with the cycloadded atoms Si and C from – t Bu 2 SiC(SiMe 3 ) 2 – located above the plane. The =C 6 H 5 C bond (1.62 Å) is exceptionally long. 7 is a source for 1a which is trapped by acetone (formation of an ene product) and by benzaldehyde [formation of a [2 + 2] cycloadduct, unstable against cycloreversion into PhHC=C(SiMe 3 ) 2 and t Bu 2 SiO‐containing substances]. Reaction of 7 with trimethylsilyl azide, less reactive than acetone or benzaldehyde, leads – by way of 1a which transforms into 1b – to a trapping product of 1b (formation of a [3 + 2] cycloadduct, unstable against transformation into (RMe 2 Si)(Me 3 Si)CN 2 with R = (Me 3 Si) 2 N, or cycloreversion into ( t Bu 2 MeSi)(Me 3 Si)CN 2 and Me 2 SiNSiMe 3 ‐containing substances). Reaction of 1b or 1b · THF with acetone leads only to an ene reaction product of 1b . This means, that only undetectable amounts of 1a or 1a · THF are in equilibrium with 1b or 1b · THF. A minor substance which is shown by NMR at low temperatures besides 1b or 1b · THF is interpreted as a rotamer of 1b or 1b · THF." @default.
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• W2012165070 date "1996-04-01" @default.
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• W2012165070 title "Über das Silaethen <i>t</i>Bu₂SiC(SiMe₃)₂ und die Struktur sowie Reaktivität seines [4 + 2]‐Cycloaddukts mit Ph₂CO" @default.
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• W2012165070 doi "https://doi.org/10.1002/cber.19961290417" @default.
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