Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
Raphaël Nougué, Shintaro Takahashi, Antoine Baceiredo, Nathalie Saffon‐Merceron, Vicenç Branchadell, Tsuyoshi Kato
Abstract
A phosphine-stabilized silacyclopropyl cation 2 has been synthesized and fully characterized. Of particular interest, 2 reversibly isomerizes into the corresponding seven-membered cyclic (alkyl)(amino)silylene 3 at room temperature via a formal migratory ethylene insertion into the Si-P bond. Although silylene 3 has not been spectroscopically detected, its transient formation has been evidenced by the isolation of the corresponding disilene dimer 5 as well as by trapping reactions.
Topics & Concepts
SilyleneIsomerizationAlkylChemistryDimerPhosphineEthylenePhotochemistryMedicinal chemistryOrganic chemistrySiliconCatalysisSynthesis and characterization of novel inorganic/organometallic compoundsOrganoboron and organosilicon chemistryOrganometallic Complex Synthesis and Catalysis