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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis and Reactivity of a Neutral Homocyclic Silylene
Jan Keuter1, Alexander Hepp1, Anja Massolle2
1Westfälische Wilhelms-Universität Münster, Institut für Anorganische und Analytische Chemie, Corrensstraße 28-30, 48149, Münster, Germany.
Abstract:
Isolation of the neutral homocyclic silylene 2 is possible via amine ligand abstraction with potassium graphite (KC8 ) and subsequent reaction with SiMe3 Cl from a bicyclic silicon(I) amide J. This reaction proceeds via an anionic homoaromatic silicon ring compound 1 as an intermediate. The twofold-coordinated silicon atom in the homocyclic silylene 2 is stabilized by an allyl-type π-electron delocalization. 2 reacts in an oxidative addition with two equivalents of MeOH and in cycloadditions with ethene, phenylacetylene, diphenylacetylene and with 2,3-dimethyl-1,3-butadiene to afford novel functionalized ring compounds.
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